DE1767036A1 - Mercury-free seed treatment agents - Google Patents

Description

The present invention relates to seed conditioners, in particular, the invention relates to active ingredients to combat seed diseases and the product obtained.

Well-known seed treatment agents for combating iPilletia foetida and TJstilago avenae and üstilago nigra etc »included Mercury or are based on compounds containing mercury. While it has long been established that such Compounds are essentially effective asur preventing the disease

209811/1683

diseases mentioned above, let unwanted quakewe ~ These funds still leave a lot to be desired «In particular limits the high toxicity of the mercury-based remedies their use in many applications because of the dangers to humans. So is inhalation or handling of seed treatment agents based on mercury dangerous and takes extraordinary precautionary measures Necessary for handling, such are really common Means banned in different countries.

The inventors have now developed a highly effective non-mercury-based seed conditioning agent that compensates for the disadvantages of the known mercury-based agents. »A seed conditioning agent according to the invention contains as primary active fungicidal constituents 1 ^) at least one polychlorobenzene compound from the group of hexachlorobenzene, pentaehlornitrobenzene and at least 2) setrachloronitroanisole a compound of the group of dicarboximides of the general formula R (CO) ₂ NR ₁ , where R is an unsaturated cyclohexene and R _{1 is} either SOOl ₅ or SG-Cl ₂ -C-CIgH, ie H-Sriclilormethylmercapto-A-cyclohexen-i, 2-dicarboximid etc., Sriöiilormethylphtbalimid or IT- (1,1, 2 * 2-3! Et rachloräthylthio) -4-cyclohöxen-1,2-dicarboximid and 3.) at least one compound from the group bisdithiocarbamate, bis (dimethylthiocarbamyl) disulfide and O-jetrachloroisophthalonitrile, the compound being either manganese ethylene bisdithiocarbamate, a mixture of manganese ethylene bisdithiocarbamate and poly -

2098-121 / 1683

ethylene _{bis (thiuram sulfide) 9} zinc ethylene bisdithiocarbamate, Msen (III) dimethyl ethioearbamate, ethyl thiuram monosulfide, bis (dimethylthiocarfcaiDyl) disulfide, tetraohlorisophthaloniferil, the zinc complex salt of. Dithiocarbamic acid, a physical or chemical mixture of the zinc and manganese salts of ethylene bisdithiocarbamate or a chemical mixture of zinc ethylene bisdithiocarbamate and ethylene thiuram disulfide with a carrier It is clear that more than one compound of the above groups 1) to 3) are used in the agents according to the invention can be used instead of a '~ single connection of these groups "Such agents are desirable in certain blends where / the improved attributes of the invention, by splintering the contribution of a single connection between two or more compounds arrives"

According to a further embodiment, the seed preparation means can be used the invention incorporates a compatible insecticide. φ

The above primary active ingredients 1), 2) and 3) des Agents according to the invention should be present in the agent in the following ranges, calculated as the active ingredient 100 parts by weight of the total fungicidal ingredients: 1) from about 5 to about 80; 2) from about 5 to about 80 and 3) from about 5 to about 90 »

The preferred ranges of the constituents of I}, as defined above. 2) and 3) calculated in a similar way, are 1) of

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about 5 to about 60, 2) from about 10 to about 60, and 3) from about 10 to about 75.

In the embodiments where an insecticide is contained in the smock according to the invention, ee is preferred, this in one Amount from about 25 to about 60 wt. »Ropes, calculated on the basis of 100 parts by weight of the fungicidal additives to be incorporated

Preferred insecticides for incorporation into the compositions according to the invention are lindane or other chlorinated insecticides, such as Aldrin, Heptachlor, Dieldrin, Endrin etc. or insecticides of the phosphate type, such as Diazinon etc.

The. orfindungsgemäesen means have Bigenechaften that they to very highly effective seed conditioning agents for combating diseases such as Tilletia caries and foetida, Ustilago hordei and kolleri etc. up to an extent at least equal to that of known mercury-based seed treatment agents, but without their known toxic effect. The agents according to the invention also fight these diseases in Doses, based on the finished products, are comparable to the mercury-based agents in a very effective manner, whereby the diseases are normally not subject to satisfactory control by individual components or by combining two parts of the components.

The seed conditioners according to the invention are special effective in treating seeds such as wheat, barley

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and oats «They can, however, also be used for other seeds or seeds, e.g.» Cotton «. Such seeds are Corn, flax, rye, eeia and vegetables such as beans, soybeans, Peas etc.

The active substances of the agents according to the invention are generally mixed with an on-site diluent. The products are commonly used in in dry form as dust or as a slurry. It is clear to the person skilled in the art that the carrier substances, like them normally used for seed conditioning agents, can also be used in the present invention; therefore no detailed list of such inert carriers is attached. If desired, a wetting agent are incorporated into the agent according to the invention. The wetting agents for the agents according to the invention are those for this known. A preferred wetting agent is sold under the trademark "Aerosol OTB" which is used as the active ingredient contains a non-toxic, non-volatile ester of a sulfonated dicarboxylic acid (85 #) and sodium benzoate (15 ^).

If a wetting agent is present ₉ , it is preferably used in an amount of approximately 0.5% by weight of the total amount.

The active ingredients can be used in the production of dusts of the agents according to the invention with a finely divided inert solid carrier, for example talc, Pu11eraerde, '

Fertilizer mixtures etc. be mixed.

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Another object of the invention is a method aur Treatment of seeds to improve seed emergence by controlling seed and soil diseases is proposed. Accordingly, the method includes the use of an effective amount of this agent, the all active Components containing the compounds 1), 2) and 3) defined above, on the spot.

The process of the invention can be practiced by preferably adding the active ingredients defined above in amounts of about 14.17 - 56.70 g (0.5 here about 2.0 oz) of the main active ingredients per 36.37 l (bushel) The seeds are used, preferably in amounts of about 17.01-35 * 44 g (0.6 to about 1.25%) of the primary active ingredients "It is clear, however, that these proportions can change according to various factors" The above mentioned dosage amounts and those in the examples are based on measurements where the seeds and dosage amounts have been applied in non-metric measurement systems. In the metric system, where the usual measurement of the seeds in grams or kilograms, calculated on the weight of the seeds, corresponds to 1 bushel of seeds (in seed volume instead of weight) for most types of seeds, e.g. wise men, rye etc «equivalent to about 25 kg while for seeds such as oats, one bushel is approximately 12.5 kg. For this dose, the ratio of 0.5 to 2.0 ounces of active ingredient corresponds to approximately 15 to 60 g of active ingredient under the metric level system.

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The chemical mixture of zinc ethylene bisdithiocarbamate and polyethylene thiuram disulfide defined above is below the Trademark "Polyyram" available. Chemical structure this component is not known, but the hypothetical structure

HS SH -HOSSOH-OH _{£ 2}

IT

SH

be assumed where n: m «1i3 and x: is unknown. The compound setrachloronitroanisole is commercially available under the name "ΪΟΗΑ". The H-Srichlormethylmercapto - ^ - oyolohexen-1,2-dicarboxieid is under the name "Oaptan" in the trade. The trichloromethylphthalimide is available under the trade name "Phaltan", while H- (1,1,2,2-! Petrachloroethylthio) -4-cyclohexene-1,2-dioarboximide is available under the trade name "Difolatan ¹¹ .

The Hanganäthylenbiedithioearbamat and Zinkäthylenbisdithiocarbamat compounds are available under the names "Maneb" and "Zineb". The erridimethyldithiooarbamate is known as ⁿ Ferbam ⁿ . The ethylene thiuram monosulfide is available under the trademark "Siaprit". A mixture of Ibuaganäthylen-bis ^ ithiocarbamat-Polyäthyleii-bie-thiuraasulfid is known under the name * Organil ⁿ «The bis- (dimethylthiooarbamyl) dieulfid (sometimes as Bia- (dimethylthioQarbamoyl) - dieulfid beaeintent) is under the irivial name "Ihiram"

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available. That sold under the trademark "Daconil"

The product is! Detrachloroisophthalonitrile.

The zinc Komplexaalz of Dithiocarbamatsäure under the name "Mieene" Available _s Amen while a physical mixture of the zinc and manganese salts of Äthylenbisdithiocarbamat under the trademark "Manzate D" chemical bound mixture and under the trivial / n "Manoozeb ¹¹ or" Dithane M-45 "is known ·

In all of the above agents with active ingredients and methods according to the invention, the actual content of active Active ingredient depend on the profitability of the product.

After this general description, the examples now provide details which illustrate the preferred means.

In the following examples the measurements in the imperial system are given «

example 1

This example explains the composition of an inventive Means that is used to control wheat stone brandy, oat brandy and device hard brandy

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- ö -

Components

Hexachlorobenzene (99 # active) 46.76 (105)

H ~ Iriehlormethylmereapto ~ 4- ⁱ

cyclohexene-1,2-dicarboximide

( $ 90> active) 101.61 (224)

Manganese ethylene bisdithiocarbamate

(80 fo active) 86.2 (190)

Boter dye -2.27 (5)

Alcohol (dye solvent) 9.07 ^v (20)

iOalk (carrier) 201.36 (458)

454 kg 1,000

* The amounts given are based on active and niofit

si; ä «£ $ £ · So wwtruei

ssaslilcriissisci · die

total active amount about 45.4 kg ί'ϊϋΟ pounds)

The above remedy has been put together by mixing the various ingredients together in order to achieve a homogeneous mixture obtain".

Example 2.

This example explains a compilation of one according to the invention Agent used to combat Tilletia foetida, Ustilago nigra and üstilago avenae.

Hexachlorobenzene (95 56 active) 48.05 (106) H-trichloromethyl-meroapto-4 "

cyclohexene-1,2-dicarboximide

( $ 90 active) 44.46 (98)

üanganäthylen bisdithiocarbamat

(80 Ji active) 209811/1683 ⁴⁹ * ^{9 (110)}

Continuation:

Bis (dimethylthiocarbamoyl) ~ disulfide Red dye

Alcohol (solvent for dye)

IaIk (carrier)

53.56 (118) 2.27 <£) 9.07 (20) 246.36 (54-3Y. 454 kg 1,000

The amounts given are based on active and inert substances, so the active amount is hexachlorobenzene (which is 95 # ~ ig) approximately 45.4 kg (100 pounds) in the mean

Example 3

The following example illustrates the effectiveness of the inventive Means and their advantageous features compared to a common mercury-containing seed preparation agent In this example, the agent from Example 1 is used, which is hereinafter referred to as "A".

For the purposes of the example, different types of seeds, which are listed in the following table, treated with agent A and a conventional agent containing mercury After the treatment, the seeds are sown in test fields and, when ripe, the percentage of diseased heads, such as given in the following table, measured

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- 10 -

Agent A is used to treat seeds in one Amount of 56.70 per 36.37 1 (2 os per "bushel), waa approximately 25.51 g (0.9 oss) of the total active ingredients per 36.37 corresponds to (bushel) seed.

The standard mercury seed treatment in the following examples is that one uses the active ingredient methyl coke silver dicyandiamide, which is hereinafter is referred to as B. For smock B, the seeds are used in an amount of 21.3 ecm (0.75 fluid oz) per 36.37 l (bushel) treated"

Ea the following results are obtained:

Table I.

treatment
with means Saattyj) Degree of illness in i » test wheat 20.13 # Tilletia foetida A. η 0.06 # ^{w M} B. η $ 0.00>" ⁿ test barley 4 _f 3O # TJstilago nigra A. ti 0.56 # ^M " B. η $ 1.63 ^{> wn} test oats 11 * 40 i » Ustilago arenae A. η 0.34 1 » ⁿ " B. H 0.08 56 " ^M.

As can be seen from the above results, both

the mercury-containing seed processing agents as well

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«11 -

the agent according to the invention a good control of the seed diseases While the agent according to the invention not only treats diseases to a greater extent in some cases fights as the mercury-containing seed treatment agents, it also has the great advantage that it is not toxic handling or use like the mercury-containing agents

Example 4

The following example explains the use of an inventive Mass and its effectiveness in combating diseases "

In the example, the agent of example 2 for the treatment of seeds is used in a dose of 56.70 g (2 oz) per 36.37 l (bushel), which is 20.55 g (0.725 oz) active bed parts per 36.37 l (bushel) corresponds to, inserted · The remedy is denoted ait O.

The following additional treatments are also given.

Agent D shows a conventional mercury treatment using methyl mercury diyandiamide in amounts of 21.3 / cm ⁵ (3/4 fluid oz) per 36.37 l (bushel) as the active ingredient

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- 12 -

The agent E contains all alrl'ive constituents hexachlorobenzene and H ~ 2? Richlo3? Methylmereapto - 4 "· cyclohexene-1,2-dicarboximide put together in an amount of 56 * 70 g (2 oz) of the agent per 36, 37 1 (bushel) (corresponds to 5.67 g (0.2 oz) of active hexachlorobenzene and 11.4 g (0.4 oz) of active dicarboximide per 36 ₉ 37 1 (bushel)).

In addition, the agent according to the invention, as in Example 1 described, used in this Yersuch in proportions and Einseimesgen of active ingredients, as in the previous example 3 are described (means A).

In the example, barley seeds are treated and sown with the means given above and in the amounts given.

When ripe, the number of diseased plants is counted *

JJia the following results representfai.-jiiien average for before «oliiedone repetition *; * ;, in clisaem 2est *

l'abell-3 II

Treatment Krankhoibiigrad in iJahl den

with Mittel Saat by ρ Unbl'Lago-firkra-iikben oat fruit

i2

U »j.

2 0 H β 1 1/1 6 8 "3

^ß AD ORIGINAL

From the above results it can be statistically concluded that the agents according to the invention are at least as effective as the desired degree of disease control like mercury-containing seed treatment agents and a two-component mixture (agent S) is not a corresponding one Combat guaranteed.

Examples 5-15

They examples given above are summarized in the accompanying Table XII, which shows the active ingredients of the agent, the dosage and the results "For each example, the results indicate the average of a plurality of iterations using the means of the example and the dosage specified"

Purpose of the examples was to determine the effectiveness of verßchiedenen invention Mittal in combating Saatkrfinkhelten compared to known qiiecksilberhaltigen SaatbohandlungDmictelii, as well as towards "Ln.t m or ssv / iii of akbi / s components of erfindungsgemäs-Jon M. '.fcbol ode ;? other similar means. The active Be-π bund be il », vb uvm wit) din amount nn active ingredients, Ln liowifihiottt I Lan to the g & namtaktivjn ingredients j nLSioUs iinüiu · dor heading" lllttel " indicated« Jodes fcfciji. ifiri liii.!; ^: i'tii _; -; t) i, n ^ uutjinaen tm% <iüe'bzt (as well as with 'biifcoffoiUi ΓιϋίΗϊα ^ ωΐ Stein uov / ₃ ) entiipx'oohojii the usual

Uttikon,

2 0 9 8 11/16 8 3

BATH ORIGINAL

All examples were carried out under the same conditions namely: identical number of naturally infected Barley seeds (infected with Ustilago cord) and the infected seeds treated with the agent in the specified doses »

Repeated amounts of treated seed for each example are sown in a limited area invited mid-May. The weather conditions were satisfactory at the time of sowing with excellent humidity and temperature conditions. The rising of each piece was satisfactory and quite normal during the rising time up to the shooting.

Creek the tire is counted on üstilago hordei

The disease ο figures are converted and analyzed after random block analysis

Table III

Example means dosage number of

Mr. (Parts / (each- to (total active- diseased

entire active ingredient / plants

"_ BtQg) ₁₁₁ 36.37! Saat}

T read - 40

71 MethylcLWKsksilber- 21.3 cm ³ 0 dicyandiamide (3/4 fl.oz> (end product) (end product)

YII Maneb - 33 parts 25.5 g 0 hexachlorobenzene 22 Parts (0.9 oe) Gaptan - 45 parts

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Table III continued

VIII Maneb - 29 ropes
Hexachlorobenzene -
29 ropes
Captsn ~ 42 parts 19.8 g
(0 _s 7 oz) 1 IX . Maneb - 40 parts
Hexachlorobenzene -
20 ropes
Oaptan - 40! Parts 28.35 g
(1.0 oz) 0 X Maneb - 40 parts
Hexachlorobenzene ~
20 parts
Captan - 40 parts
Lindan 28.35 g
(1.0 oz) 0 XI Hexachlorobenzene -
33 parts
öaptan - 67 parts 17.01
(0.6 oz) 22nd XII Hexachlorobenzene -
100 parts 25.51
(0.9 oa) 39 XIII Hexachlorobenzene -
100 parts 5.7
(0.2 oz) 33 XIV Daconil - 33 parts
Hexachlorobenzene -
22 parts
Oaptan - 45 parts 25.51
(0.9 oz) 0 3CV Hexachlorobenzene -
33 parts
Oaptaii - 67 parts 17.01
(0.6 os) 24

From the above results it can be inclined that all agents according to the invention fight the seed diseases at least as effectively and in approximately the same amounts like the well-known mercury treatment agents (example 2), as well as the fact that the means according to the invention Are noticeably better than the two-component or two-component compositions with the active ingredients Remedies have the advantage that they are not as dangerous as the mercury remedies.

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Examples 16-21

In the following examples, various inventive Means put together in the usual way using a carrier. These remedies are then used for treatment different seeds in different doses per 36,37 1 (bushel) seed used and the disease infestation in percent as well as the percentage of the different seeds sprouting. The results are in the Table IT shown below. As can be seen from this table, become economically acceptable disease control agents obtained from wheat and oats. Increased growth of flax shows good control of seed diseases by Plachs

(Table IV

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- 17 -

Table 17

Example means

Ur, parts / wt. the
Cresam active ingredients

O
CD
CO

dosage

(Total active ingredient /

36.37 1 seed) Degree of illness (percent)

Rise up

Φ CO • ö Ä 8th H 4> &

XVI test

XVII Maneb - 33 parts 25.51 51.03 Hexachlorobenzene -

22 parts (0.9) (1.8)

Oaptan - 45 ropes

XVIII Maneb - 29 parts 19.8 39.69 hexachlorobenzene

29 parts (0.7) (1.4)

Oaptan - 42 parts

XIX Maneb - 40 parts 28.35 56.70 hexachlorobenzene -

20 parts (1.0) (2.0)

Oaptan - 40 ropes XX Maneb - 45 parts 31.1 62.37

22 parts (1.1) (2.2)

Oaptan - 33 ropes

XXI Maneb - 40 parts 28.35 56.7 hexachlorobenzene -

20 parts (1.0) (2.0)

Captan - 40 parts Lindane (insecticide) 37.5

CS 05 O O) •H • Ö hO • P •H CO 8th O) • P H Φ H (D •H S> H O 4 * α •H <M O & t =>

10 6.7

0 0.5

0.1 0.8

0 0.2

0 0.8

O 0.2

68 73

74 80 83 72

1767Q36

Examples 22-29

The following further examples show the effectiveness of the agents according to the invention in combating the growth of organisms in infected barley seed. In these examples, all agents are made up of liquids using the customary liquid carriers. The active ingredients and their amounts are listed in the table which explains the results.

Samples of the same number are infected for test purposes Serstensaat treated with the means of the examples and then let rise. After sprouting, the seed is estimated for disease in order to determine the control by the means « The value numbers are based on a 0 to 10 scale placed, where 10 is the maximum growth of the sick Organisms and 0 represents complete control «In all examples, the seed with equivalents of 56.7 g (2 oz) of total active ingredients per 36.37 1 (bushel) seed treated. At this level, mercury kills when fighting of the diseased organisms abo

Table Y

Example means (active ingredient Gevr «parts organisms no, growth

Control ·

XXII Maneb - 28 parts of hexachlorobenzene - 36 parts of Oaptan - 36 parts

XXIII Daconil - 53 parts Hexachlorobenzene - 22 parts, Oaptan - 45 parts

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XXIY Maneb XXV Hexachlorobenzene XXVI Gaptan XXVII Daconil XXVIII Panogene * XXIX iest

Table V continued

8 7 3 5 0 8.5

* The trademark of the product contains methylqueekilver dicyandiamide »

From the above it can be seen that the inventive Agents show better control of organism growth compared to the individual components of the agent * The synergistic effect of the agents described and their advantages over one or two mixtures of fungi · Zidally active components can be clearly seen from the information provided »

Claims

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_ on _

Claims (1)

Claims . 1. Seed conditioning agent »characterized by a content of essentially active ingredients 1) an effective fungicidal amount of at least one from the group consisting of hexachlorobenzene »pentaohlomitrobenzene and Tetrachloronitroanisole 2) at least one H-triehlomethylmercapto-4-cyolohexene-1,2-dicarboximide, irichloromethylphthalimide and IT- (1,1,2,2-tetraohloräthylthio) -4-cyclohexene-1,2-dicarboximide and 3) at least one manganeseethylene bisdithioarbamate , a mixture of manganese ethylene bisdithiocarbamate and polyethylene-bis-thiuram sulfide, zinc-ethylene bisdithiocarbamate, bis-III-dimethyldithiocarhamate, ethylene thiuram monosulfide, bis (dimethylthiocarbajQrl) disulfide, letraehlorisophthalonitril, the zinc complex salt of dithiooarbamate, a physical or chemical mixture of the zinc and manganese salts of ethylene bisdithiooarbamate and a chemical one Mixture of Zinkäthylenbisdithiooarbamat and Polyäthylenenthiramdisulfid in a mixture with a carrier. 2, seed conditioning agent according to claim 1, characterized by a content of fungisid active ingredients in the following amounts, calculated on 100 parts by weight of the total active ingredients, 1) from 5 to about 80 parts by weight of at least one hexachlorobenzene, pentachloroitrobenaol or tetraohlornitroanisole; 2) from about 5 to about 80 ropes with at least one H-Xrichlormetbylmeroapto-4-oyclohexen-1,2-dioarboximid, Triohlormethylphthal- 209811/1683 _._ _1Λ . _(Kfo INSPECTED laid or H- (1,1,2,2-Tetrachloräthylthio) -4-cyclohexen-1,2-dioarboxlmid and 3) about 5 to about 90 ropes of at least one Manganese Ethylene Bisdlthiocarbamts, a mixture of Manganäthylenebsdlthiocarbamat and Polyäthylen-bis-thiuramsulfohylen, Ziniidithatsät , Bisen-III-dimethyldlthiooarbamats, Xthylenethiuramaariosulfids, Bis- (dimethylthiooarbamyl) disulfids _t Tetraohlorlsophthalnitrlls of the zinc complex salt of dithlooarbamic acid, a physical one or chemical mixture of zinc and manganese salts of ethylene bisdithiocarbamate and a chemical mixture of zinc ethylene bisdithiooarbamate and polyethylene thiram disulfide. 3. Seed conditioning agent according to claim 2, characterized in that the active fungicidal ingredients are present in amounts of 1) about 5 to about 60, 2) about 10 to about 60 and 3) from about 10 to about 75, 4. Seed conditioning agent according to one of Claims 1-3, characterized by the active substances hexachlorobenzene, J-Ü! Riohlormethyl-meroapto-4-cyolohexen-1,2-dloarboximide and Manganäthvlenbiedithiocarbamat, where they are in an amount to 100 (parts of the Active ingredient calculated in the composition, from about 5 to about 80 parts, from about 5 to about 80, and from about 5 to about 90 parts by weight, are in admixture with an inert carrier. 5 * Seed conditioning agent, characterized by a content of hexahol sorbensol "S-SJrIohlormttnyl". ' 209811/1613 -. 09 - mercapto-4-cyolohexen-i _s 2-dicarboxiniid, Manganäthylenbisdithiocarbamat and bis (dimethylthiocarbamyl) disulfide all active ingredients in a mixture with an inert! Parts by weight of hexachlorobenzene and from about 5 to 80 parts by weight of Bf-trichloromethylmercapto-4-cyclohexene-1,2-dicarboximide and from about 5 to about 90 parts by weight of the two manganese ethylene bisdithiocarbamate and bis (dimethylthiocarbamyl) disulfide are present « 6. Means according to claim 4, characterized in that that the ingredients in amounts of about 5 to 60 parts by weight, 10 to 60 parts by weight and 10 to about 75 parts by weight are present « 7. Means according to claim 5, characterized in that that the active ingredients in amounts of about 15 to 60 parts by weight, about 10 to 60 parts by weight and about 10 to 75 parts by weight are present « 8 · Seed preparation means according to claim 1, characterized through an insecticide that is compatible with the active ingredients. 9 · Seed conditioning agent according to claim 4, characterized through an insecticide that is compatible with the active ingredients. 209811/1683 10. Seed preparation agent according to claim 5 »characterized by an insecticide which is compatible with the active ingredient. 11. Saataüfreinigung according spoke 1, characterized by a wetting agent for the active ingredients · 12. Seed conditioning agent according to claim 2, characterized by a wetting agent for the active ingredients · · '. 13 · Methods of combating seed kraakhelten, thereby characterized in that the seed is treated with an effective against diseases amount of a fuagtslden gown which as active ingredient 1) an effective Henge at least a hexachlorobewsol, pentachloronitrobenaole and / or Tetraohlornitroanisols, 2) at least one H-trichloromethylmeroapto-4-cyolohexen-1,2-dloarboximid, triobloromethylphthalimide and 1- (1,1,2 »2-tetrachloroethylthio) ~ 4-oyclohexen-1,2-dlcftrboximid and 3) at least one HanganEthylenebdithiocarbamat, a mixture of Hanganäthylenbisdlthiooarbamat and Polyäthylenbiethiuramulfid, Zinkäthylenbisdithiocarbamat, Bieen-III-dimethyldithiocarbamate, ethylene thiuram monosulfide, Bi- (dimethylthiocarbamyl) disulfide, tetrahalorisophthalonitrile, the zinc complex salt of dithiocarbamate, a physical or chemical mixture of zinc and manganese salts of i ^ hylenbisdithiocarbamat and a chemical mixture of Zi & käthylenbledithiocarbamat and Polyäthylenenthiramdi- contains sulfId. 209811/1683 14. The method na oh claim 13, characterized in that that the seeds with an amount of about 14.17 to about 56.7 g of active ingredient per 36.37 l of seed treated, with the active ingredients in the gown in an amount of 1) 5 Ms about 80, 2) from about 5 to about 80 files and 3} of about 5 to about 90 lines per 100 ropes. 15. The method according to claim 13 and / or 14t thereby g e k e η η ζ e i c h η e t that you can sow the seeds with the means treated with the active ingredients in an amount of about 1) 5 to 60, 2) 10 to 60 and 3) about 10 up to 75 ropes per 100 files. 16. The method according to claim 13 to 15 »characterized in that that the seeds with an agent containing hexachlorobenzene, S-frichloromethyl ~ mercapto-4-cyclohexene-1,2-diearboximide and Manganäthylenbisdithiocarbamat treated as active ingredients * which in an amount of about 5 to 80, 5 to 80 and 5 to 90 parts by weight per 100 are present in Mixing with an inert questioner » 17 · Method according to claims 13 to 15 »characterized in that that the seeds are treated with an agent »the hexachlorobenzene, S-friohlormethyl-mercapto ^ -oyelobexen-1,2-dicarboximide, Manganese ethylene bisdithiooarbamate and bis (dimethylthiocarbamyl) di-sulfide in a mixture with an inert carrier, in amounts of about 5 to 80 parts by weight Hexachlorobenzene, about 5 to 80 parts by weight of N-friohlor- 209811/1683 methyl-mercapto ~ 4 ~ cyclo} iexeii-1,2-dicarboiimid and from unjge tShx? 5 to about 90 parts by weight of two manganese ethylene bisdithiocarbamate and BiaCdlaethylthiocarbaeylJdisulfid. 18 “Method according to spoke 13, characterized in that“ as seeds wheat, oats, barley ”rice, corn, flax, cogs, cotton, webs, soybeans and. Peas treats " 209811/1683 - 26 -