DE1175937B - Nematicide based on N, N'-dimethylthiuram disulfide - Google Patents

Nematicide based on N, N'-dimethylthiuram disulfide

Info

Publication number
DE1175937B
DE1175937B DESCH28601A DESC028601A DE1175937B DE 1175937 B DE1175937 B DE 1175937B DE SCH28601 A DESCH28601 A DE SCH28601A DE SC028601 A DESC028601 A DE SC028601A DE 1175937 B DE1175937 B DE 1175937B
Authority
DE
Germany
Prior art keywords
preparations
stearic acid
dimethylthiuram
disulfide
dimethylthiuram disulfide
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
DESCH28601A
Other languages
German (de)
Inventor
Dr Horst Werres
Dr Heinz-Eberhard Freund
Ernst Albrecht Pieroh
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Pharma AG
Original Assignee
Schering AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Schering AG filed Critical Schering AG
Publication of DE1175937B publication Critical patent/DE1175937B/en
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/26Oxidation products of dithiocarbamic acid derivatives, e.g. thiuram sulfides

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

Nematodizid auf der Basis von N,N'-Dimethylthiuramdisulfid Es wurde gefunden, daß Mittel auf der Basis von N,N'-Dimethylthiuramdisulfid, die mindestens 10% Stearinsäure und Calciumchlorid enthalten, besonders gut zur Bekämpfung von Nematoden geeignet sind.Nematicide based on N, N'-dimethylthiuram disulfide Es was found that agents based on N, N'-dimethylthiuram disulfide, which at least Contains 10% stearic acid and calcium chloride, particularly good for combating Nematodes are suitable.

Zwar ist bekannt, daß man N,N'-Dimethylthiuramdisulfid zur Bekämpfung von Nematoden verwenden kann (deutsche Patentschrift 1062 980), aber einer Anwendung in der Praxis stand die Zersetzlichkeit der Verbindung, insbesondere in fester pulverförmiger Zubereitung, entgegen.Although it is known that N, N'-dimethylthiuram disulfide can be used to control nematodes (German patent specification 1062 980), the fact that the compound is decomposable, especially in a solid, powdery preparation, stood in the way of its practical use.

So zersetzen sich z. B. die durch Vermahlen von N,N'-Dimethylthiuramdisulfid mit inerten Trägerstoffen hergestellten Präparate in relativ kurzer Zeit und verlieren einen großen Teil ihrer Wirksamkeit. Diese Präparate können, z. B. bei Lagerung in den Sommermonaten, schon nach wenigen Tagen so weitgehend zersetzt sein, daß sie praktisch wirkungslos sind. Bei normalen Temperaturen wurde im Durchschnitt nach etwa 4 bis 5 Wochen ein Wirkungsabfall auf die Hälfte beobachtet. Da es in der Praxis unvermeidbar ist, daß die Präparate sowohl beim Hersteller als auch beim Verbraucher einige Zeit lagern und nicht aufgebrauchte Bestände bis zur nächsten Behandlungsperiode 12 Monate lagerfähig sein müssen, sind derartige Präparate nur begrenzt verwendbar.So decompose z. B. by grinding N, N'-dimethylthiuram disulfide Preparations made with inert carriers in a relatively short time and lose much of their effectiveness. These preparations can, for. B. in storage in the summer months, be so largely decomposed after just a few days that they are practically ineffective. At normal temperatures it was on average after about 4 to 5 weeks a decrease in effectiveness by half was observed. Since it's in in practice it is unavoidable that the preparations both at the manufacturer and at Consumers store some time and unused stock until the next Such preparations only have to be storable for a treatment period of 12 months limited use.

Die Präparate gemäß der vorliegenden Erfindung vermeiden diese Nachteile und sind sehr stabil, so daß diese auch nach längerer Zeit noch ihre volle Wirkung entfalten.The preparations according to the present invention avoid these disadvantages and are very stable, so that they still have their full effect even after a long time unfold.

Als Zusätze hierfür finden Stearinsäure und als wasserbindendes Mittel Calciumchlorid Verwendung. Die erforderliche Menge der zuzusetzenden Stoffe ist abhängig von den an das Präparat zu stellenden Anforderungen und der Art und Beschaffenheit der außerdem anwesenden Stoffe, z. B. der inerten Trägerstoffe und liegt ab je etwa 1%, vorzugsweise etwa 3 bis 6'%. Es ist möglich, weitere Stoffe, wie z. B. Netzmittel u. dgl., den Präparaten zuzusetzen. Die folgenden Versuche, die nur als Erläuterung gedacht sind, zeigen die vorteilhafte Wirkung des erfindungsgemäßen Mittels. Sie wurden durchgeführt nach einer einheitlichen 9monatigen Lagerung der Präparate bei Temperaturen, die zwischen etwa 20 und 40' C lagen. Es wurdenVerreibungen vonTonsil mit 20% N,N'-Dimethylthiuramdisufid, 1% eines Netzmittels auf der Basis von Salzen von sulfonierten Amiden höherer Fettsäuren und den jeweils angegebenen Mengen an Zusatzstoffen verwendet und die Wirkung an Aphelenchoides ritzemabosi (S c h w a r t z) und Ditylenchus dipsaci (Kühn) ermittelt. Die biologischen Versuche wurden bei einer Temperatur von 20 bis 21° C und einer Bodenfeuchtigkeit von 17% durchgeführt. Die in der Tabelle enthaltenen Werte geben die Inaktivierung der Nematodenlarven in Prozent an. Tabelle I Milligramm Aphelenchoides Ditylenchus Wirkstoff Stearinsäure #acl? Einwirkungszeit, Tage Einwirkungszeit, Tage je Liter Erde 0/0 0/0 1 2 3 1 2 3 20 0 1 0 0 0 0 0 I. 30 - - 0 0 0 0 0 0 40 0 0 0 0 0 0 50 0 0 0 0 0 0 Tabelle 1 (Fortsetzung) Milligramm Stearinsäure CaCI., Aphelenchoides Ditylenchus Wirkstoff Einwirkungszeit, Tage Einwirkungszeit, Tage je Liter Erde oho n;0 1 2 j 3 1 2 j 3 i ; 20 0 0 0 0 0 0 30 1 1 0 0 0 0 0 0 2. 40 0 o 0 0 o ! o 50 30 30 30 30 30 30 20 0 0 li 0 0 0 0 30 0 0 0 0 0 0 3- 40 1 2 0 0 0 0 0 0 50 30 30 30 30 30 30 I 20 0 0 0 0 0 0 J 30 0 0 0 0 0 0 4- 40 1 3 50 50 50 30 30 30 50 70 80 90 70 70 70 20 0 0 0 0 0 0 30 0 0 0 0 0 5- 40 2 1 50 50 50 30 30 30 50 70 80 80 50 50 50 20 0 0 0 0 0 0 30 1 0 0 0 0 0 , 0 40 2 2 50 70 80 50 50 50 50 70 ; 90 90 50 50 50 20 0 0 0 0 0 0 30 l 30 30 30 30 30 0 7. 40 2 3 50 70 90 50 30 30 50 50 95 100 50 50 70 I I I 20 0 0 0 0 0 0 30 50 50 50 30 30 30 8. 40 3 1 50 80 98 30 1i 30 j 50 50 70 98 1 100 50 70 90 i 20 0 ( 0 0 0 0 0 30 50 70 80 50 50 50 9. 40 3 2 50 95 100 50 70 90 50 70 100 100 50 90 98 20 0 0 j 0 0 0 0 30 50 1 95 100 30 30 95 10. 40 3 3 80 100 100 30 100 100 50 95 100 100 30 100 1 100 20 50 50 90 30 50 50 30 70 100 100 30 80 100 11. 40 5 5 98 100 100 80 100 100 50 98 100 100 80 100 100 Aus den nachstehenden Versuchen geht ebenfalls die Lagerungsstabilisierung eines Präparates gemäß der Erfindung im Vergleich zu einem Präparat hervor, das neben üblichen Zusätzen lediglich ein Trockenmittel enthält. Von den in der Tabelle aufgeführten Präparaten wurden je etwa 20 g in Polyäthylenbeutel abgefüllt, 4 Wochen geschlossen bei etwa 40° C gelagert und danach der durch Zersetzung des Wirkstoffes verursachte Gewichtsverlust bestimmt. Tabelle 1I Einzelkomponenten Zusammensetzung der Präparate A I B C I D N,N'-Dimethyl- thiuramdisulfid . . 90'% 90"/o 901/o 901/o Netzmittel ....... 1% 10/0 10/0 10/0 Tonsil . . . . . . . . . . . 911/o 811/o 811/0 7'% Stearinsäure ....... - 10/0 - 10/0 Calciumchlorid ... - - 10/0 10/0 Die Gewichtsverluste betrugen für A = 42,8 % B = 31,5% C = 33,9% D = 8,2% Die Ergebnisse zeigen, daß der Gewichtsverlust des erfindungsgemäßen Präparates wesentlich geringer ist als der des Präparates mit dem alleinigen Zusatz eines wasserbindenden Mittels.Stearic acid is used as additives and calcium chloride is used as a water-binding agent. The required amount of the substances to be added depends on the requirements to be made of the preparation and the type and nature of the substances also present, e.g. B. the inert carriers and is from about 1%, preferably about 3 to 6 '%. It is possible to use other substances such as B. wetting agents and the like. To add the preparations. The following experiments, which are intended only as an illustration, show the advantageous effect of the agent according to the invention. They were carried out after the preparations had been stored uniformly for 9 months at temperatures between approximately 20 and 40 ° C. Triturations of Tonsil with 20% N, N'-dimethylthiuram disufide, 1% of a wetting agent based on salts of sulfonated amides of higher fatty acids and the specified amounts of additives were used and the effect on Aphelenchoides ritzemabosi (S chwa rtz) and Ditylenchus dipsaci ( Kühn) determined. The biological tests were carried out at a temperature of 20 to 21 ° C and a soil humidity of 17%. The values in the table indicate the inactivation of the nematode larvae in percent. Table I. Milligrams of Aphelenchoides Ditylenchus Active ingredient stearic acid #acl? Exposure time, days Exposure time, days per liter of soil 0/0 0/0 1 2 3 1 2 3 20 0 1 0 0 0 0 0 I. 30 - - 0 0 0 0 0 0 40 0 0 0 0 0 0 50 0 0 0 0 0 0 Table 1 (continued) Milligrams of stearic acid CaCl., Aphelenchoides Ditylenchus Active ingredient exposure time, days exposure time, days per liter of earth oho n; 0 1 2 j 3 1 2 j 3 i ; 20 0 0 0 0 0 0 30 1 1 0 0 0 0 0 0 2. 40 0 o 0 0 o! O 50 30 30 30 30 30 30 20 0 0 li 0 0 0 0 30 0 0 0 0 0 0 3- 40 1 2 0 0 0 0 0 0 50 30 30 30 30 30 30 I. 20 0 0 0 0 0 0 J 30 0 0 0 0 0 0 4- 40 1 3 50 50 50 30 30 30 50 70 80 90 70 70 70 20 0 0 0 0 0 0 30 0 0 0 0 0 5- 40 2 1 50 50 50 30 30 30 50 70 80 80 50 50 50 20 0 0 0 0 0 0 30 1 0 0 0 0 0, 0 40 2 2 50 70 80 50 50 50 50 70; 90 90 50 50 50 20 0 0 0 0 0 0 30 l 30 30 30 30 30 0 7. 40 2 3 50 70 90 50 30 30 50 50 95 100 50 50 70 III 20 0 0 0 0 0 0 30 50 50 50 30 30 30 8 . 40 3 1 50 80 98 30 1 i 30 j 50 50 70 98 1 100 50 70 90 i 20 0 (0 0 0 0 0 30 50 70 80 50 50 50 9. 40 3 2 50 95 100 50 70 90 50 70 1 00 100 50 90 98 20 0 0 j 0 0 0 0 30 50 1 95 100 30 30 95 10. 40 3 3 80 100 100 30 100 1 00 50 95 100 100 30 100 1 100 20 50 50 90 30 50 50 30 70 100 100 30 80 100 11. 40 5 5 98 100 100 80 100 100 50 98 100 100 80 100 100 The storage stabilization of a preparation according to the invention in comparison with a preparation which, in addition to the usual additives, only contains a desiccant can also be seen from the experiments below. About 20 g of each of the preparations listed in the table were filled into polyethylene bags, stored closed for 4 weeks at about 40 ° C. and then the weight loss caused by the decomposition of the active ingredient was determined. Table 1I Individual components Composition of the preparations AIBCID N, N'-dimethyl thiuram disulfide. . 90 '% 90 "/ o 901 / o 901 / o Wetting agent ....... 1% 10/0 10/0 10/0 Tonsil. . . . . . . . . . . 911 / o 811 / o 811/0 7% Stearic acid ....... - 10/0 - 10/0 Calcium chloride ... - - 10/0 10/0 The weight losses were for A = 42.8% B = 31.5% C = 33.9% D = 8.2% The results show that the weight loss of the preparation according to the invention is significantly less than that of the preparation with the sole addition of one water-binding agent.

Claims (2)

Patentansprüche: 1. Nematodizid auf der Basis von N,N'-Dimethylthiuramdisulfid, d a d u r c h g e k e n n -z e i c h n e t , daß es mindestens 1% Stearinsäure und Calciumchlorid enthält. Claims: 1. Nematodicide based on N, N'-dimethylthiuram disulfide, it is noted that it is at least 1% stearic acid and Contains calcium chloride. 2. Nematodizid gemäß Anspruch 1, dadurch gekennzeichnet, daß es bevorzugt 3 bis 6 % Stearinsäure und Calciumchlorid enthält. In Betracht gezogene Druckschriften: Deutsche Auslegeschriften Nr. 1062 980, 1060 660; USA.-Patentschrift Nr. 2 848 297; französische Patentschrift Nr. 793 639.2. nematodicide according to claim 1, characterized in that it preferably contains 3 to 6% stearic acid and calcium chloride. Considered publications: German Auslegeschriften Nos. 1062 980, 1060 660; U.S. Patent No. 2,848,297; French patent specification No. 793 639.
DESCH28601A 1959-12-11 1960-10-12 Nematicide based on N, N'-dimethylthiuram disulfide Pending DE1175937B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL1175937X 1959-12-11

Publications (1)

Publication Number Publication Date
DE1175937B true DE1175937B (en) 1964-08-13

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Family Applications (1)

Application Number Title Priority Date Filing Date
DESCH28601A Pending DE1175937B (en) 1959-12-11 1960-10-12 Nematicide based on N, N'-dimethylthiuram disulfide

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Country Link
BE (1) BE598001A (en)
DE (1) DE1175937B (en)
NL (1) NL246296A (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR793639A (en) * 1934-11-05 1936-01-28 Process for preparing a wetting and adhesive product for insecticide or anti-cryptogamic slurries
US2848297A (en) * 1953-10-12 1958-08-19 Du Pont Manganese ethylenebisdithiocarbamate stabilized by desiccant; method and package
DE1060660B (en) * 1956-10-26 1959-07-02 Benckiser Gmbh Joh A Process to increase the duration of action of pest control agents based on dithiocarbamates
DE1062980B (en) * 1957-10-26 1959-08-06 Schering Ag Preparations for the control of nematodes

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR793639A (en) * 1934-11-05 1936-01-28 Process for preparing a wetting and adhesive product for insecticide or anti-cryptogamic slurries
US2848297A (en) * 1953-10-12 1958-08-19 Du Pont Manganese ethylenebisdithiocarbamate stabilized by desiccant; method and package
DE1060660B (en) * 1956-10-26 1959-07-02 Benckiser Gmbh Joh A Process to increase the duration of action of pest control agents based on dithiocarbamates
DE1062980B (en) * 1957-10-26 1959-08-06 Schering Ag Preparations for the control of nematodes

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NL246296A (en)

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