DE1618811A1 - Stabilization of metal-ethylene-bis-dithiocarbamates - Google Patents

Stabilization of metal-ethylene-bis-dithiocarbamates

Info

Publication number
DE1618811A1
DE1618811A1 DE19671618811 DE1618811A DE1618811A1 DE 1618811 A1 DE1618811 A1 DE 1618811A1 DE 19671618811 DE19671618811 DE 19671618811 DE 1618811 A DE1618811 A DE 1618811A DE 1618811 A1 DE1618811 A1 DE 1618811A1
Authority
DE
Germany
Prior art keywords
bis
ethylene
stabilization
manganese
dimethylolurea
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
DE19671618811
Other languages
German (de)
Inventor
Ozanne Gerald Joseph
Plancon Roger Georges An Louis
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.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
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 Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of DE1618811A1 publication Critical patent/DE1618811A1/en
Pending legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C333/00Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C333/14Dithiocarbamic acids; Derivatives thereof
    • C07C333/16Salts of dithiocarbamic acids

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Dr. F. Zutnstein - Dr. E. AssmannDr. F. Zutnstein - Dr. E. Assmann

Dr. R. Koanigsberger
Dipl. Fhys. R. Ho.zbauer
Dr. R. Koanigsberger
Dipl. Fhys. R. Ho.zbauer

Pa'er.lanwälte IDIQO I JPa'er.lanwälte IDIQO I J

Mündwn 2, Bräuhausstrabe 4/111Mündwn 2, Bräuhausstrasse 4/111

SC.2873SC.2873

RHOME-POUIENC S.A., Paris / FrankreichRHOME-POUIENC S.A., Paris / France Stabilisierung von Metall-äthylen-bis-dithiocarbamatenStabilization of metal-ethylene-bis-dithiocarbamates

Die vorliegende Erfindung betrifft ein Verfahren zur Stabilisierung von Mangan(ll)-äthylen-bis-dithiooarbamat mit Dimethylolharnstoff sowie die Mittel auf der Basis von mit Dimethylolharnstoff stabilisiertem Mangan(ll)-äthylen-bis-dithiocarbamat. The present invention relates to a method of stabilization of manganese (II) -ethylene-bis-dithiooarbamate with dimethylolurea as well as the means based on with dimethylolurea stabilized manganese (II) -ethylene-bis-dithiocarbamate.

Es ist bekannt, daß Mangan(II)-äthylen-bis-difchiooarbamat sich, bei der Lagerung nach und nach zersetzt, was eine Erniedrigung des Anfangsgehalts und die Gefahr mit sich bringt, da3 das Produkt mit der Zelt seine Antlfungus-Wlrkung verliert. Zur Verzögerung dieser Zersetzung wurde bisher die Zugabe verschiedener Stabilisierungsmittel vorgeschlagen.It is known that manganese (II) ethylene-bis-difchiooarbamate gradually decomposes during storage, which is a degradation the starting salary and the risk that 3 the product loses its anti-fungus effect with the tent. In order to delay this decomposition, the addition of various substances has hitherto been used Suggested stabilizers.

Es wurd<3 nun gefunden, daß Dime thy lolharmnfcoff der FormeltIt has now been found that Dime thy lolharmnfcoff of the formula

009883/2162009883/2162

HO-CH2-Nh-CO-IIH-CH2-OHHO-CH 2 -Nh-CO-IIH-CH 2 -OH

ein besonders Interessantes Stabilisierungsmittel für Hangan(II)-äthylen-bis-dithlocarbamat ist. Der Dimethylolharnstoff kann nach üblichen Arbeitsweisen auf trockenem Weg oder auf nassem Wege eingebracht werden. Im allgemeinen ist es vorteilhaft, dieses Einbringen auf nassem Wege zu bewerkstelligen, um eine bessere w Stabilisierungswirkung zu erzielen. Man kann Mengen an Dliaethylolharnstoff zwischen 0,1 und 10 Gew.-#, bezogen auf das Mangansalz, verwenden. Üblicherweise verwendet man vorzugsweise Mengen zwischen 1 und 5 #is a particularly interesting stabilizing agent for Hangan (II) -ethylene-bis-dithlocarbamate. The dimethylolurea can be introduced dry or wet in accordance with customary procedures. In general, it is advantageous to accomplish this incorporation by the wet method, in order to achieve a better w stabilizing effect. Amounts of Dliaethylolurea between 0.1 and 10 wt .- #, based on the manganese salt, can be used. Usually, amounts between 1 and 5 # are preferably used

Das folgende Beispiel erlfiutez-E die Erfindung, ohne sie zu beschränken. The following example illustrates the invention without restricting it.

Beispielexample

a) Man bringt in eine 7-1-MUhle, die zu 2/5 mit zyllndrieehkugellgen Körpern mit einem Durchmesser von 20 mm und einer Länge von 25 mm gefüllt ist, 1200 g frinch ausgefälltes, mit 10β5 g Wasser benäßtes Mangan(II)-äthylen-bis-dithiocarbamat ein. Man setzt 715 g Viassar, 59,6 eines Dispergiermittels vom Naphthylmethansulfonat-Typ und ho g Dimethylolharnstoff zu.a) One brings 1200 g of frinch-precipitated manganese (II), wetted with 10β5 g of water, into a 7-1 mill, 2/5 of which is filled with cylindrical bodies with a diameter of 20 mm and a length of 25 mm - ethylene-bis-dithiocarbamate. 715 g of Viassar, 59.6 g of a dispersant of the naphthyl methanesulfonate type and ho g of dimethylolurea are added.

Man mahlt das Gemisch drei Stunden bis zur Erzielung einerThe mixture is milled for three hours until one is obtained

0 9 8 8 3/21620 9 8 8 3/2162

BAD ORIGINALBATH ORIGINAL

fluiden Brühe. Diese Brühe wird durch Sprühen In einen Trockner bei 135 biß 7QX behandelt, um ein Pulver mit weniger als 5j( Wasser zu erhalten. Man erhKlt so II80 g Pulver mit einem Gehalt von zumindest 5% Wasser und von 3# Dlmethylolhametof f.fluid broth. This broth is treated by spraying in a drier at 135 to 7QX in order to obtain a powder with less than 5% of water. This gives 80 g of powder containing at least 5% water and 3% methylolhamethane.

b) Nach der gleichen Arbeiteweise stellt man ein Mangan(II)-Hthylen-bis-dithiocarbamatpulver, Jedoch ohne Netzmittel und ohne Dimethylolharnstoff her.b) A manganese (II) -ethylene-bis-dithiocarbamate powder is prepared in the same way, However, without wetting agents and without dimethylolurea.

c) und d) Nach der gleichen Arbeitsweise wie unter a) stellt man 2 ManganCllJ-Mthylen-biS-dithioearbamatpulver her, bei denen man die 40 g Dimethylolhamstoff durch 53 g Dlmethylolharnetoff bzw. 53 g Hexamethylentetramin ersetzt. Man erhält so die Probe (c) mit h% Dimethylolharnstoff und die Probe (d) mit 4$ Hexamethylentetramin« einem bekannten Stabilisierungsmittel für Mangan(II)-Äthylen-bis-dlthiocarbamat.c) and d) The same procedure as under a) is used to prepare 2 ManganCIIJ-Mthylen-bis-dithioearbamatpulver in which the 40 g of dimethylolurea are replaced by 53 g of dimethylol urea or 53 g of hexamethylenetetramine. This gives sample (c) with 1% dimethylolurea and sample (d) with 4% hexamethylenetetramine, a known stabilizing agent for manganese (II) ethylene bis-thiocarbamate.

Diese Proben a), b), c) und d) werden bei 7OT gelagert, und ihre Gehaltsabnahme wird in verschiedenen ZeitabstKnden durch Bestimmung des verschwundenen Schwefelkohlenstoffs gemessen.These samples a), b), c) and d) are stored at 7OT, and their wage decrease will occur at different time intervals Determination of the disappeared carbon disulfide measured.

Die Ergebnisse sind in der nachfolgenden Tabelle zusammengestellt: The results are compiled in the following table:

009883/2162009883/2162

BAD ORIGINALBATH ORIGINAL

Stabilisierungsmittel j % Stablli-Stabilizing agent j% Stabili-

I sierungsmittel Oehaltsabnahme In % durch Bestimmung des verschwundenen CS2I ting agent content decrease in % by determining the disappeared CS2

a) Dimethylolharnstoff a) Dimethylolurea

b) keinesb) none

c) Dlmethylolharnstoff c) Dimethylolurea

d) Hexamethylentetramin d) hexamethylenetetramine

0 4 nach 96 Stunden bei 7O«C0 4 after 96 hours at 70 ° C

0,350.35

5,95.9

2,92.9

nach Stunden bei 70K after hours at 70K

1,11.1

U 2,1 4,5U 2.1 4.5

nachafter

Stundenhours

beiat

2,7 5,12.7 5.1

009883/2162009883/2162

BAD ORIGINALBATH ORIGINAL

Claims (2)

PatentansprücheClaims 1. Verfahren zur Stabilisierung von Mangan(II)-äthylenbis-dithiooarbamat, dadurch gekennzeichnet, daS man als
Stabilisierungsinittel Dlmethylolhamstoff verwendet.
1. A process for the stabilization of manganese (II) -äthylenbis-dithiooarbamat, characterized in that one as
Stabilizing agent dimethylolurea used.
2. Mittel auf der Basis von Mangan(ll)-äthylen-bis-dithioearbamat, gekennzeichnet durch einen Gehalt von 0,1-10$ Diinethylolharnstoff, bezogen auf das Gewicht des Mangansalzes, als Stabilisierungsmittel.2. Agents based on manganese (II) ethylene bis dithioearbamate, characterized by a content of 0.1-10 $ diinethylolurea, based on the weight of the manganese salt, as a stabilizing agent. 009883/2162009883/2162
DE19671618811 1966-03-01 1967-03-01 Stabilization of metal-ethylene-bis-dithiocarbamates Pending DE1618811A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR51498A FR1482885A (en) 1966-03-01 1966-03-01 Stabilization of metallic ethylenebisdithiocarbamates

Publications (1)

Publication Number Publication Date
DE1618811A1 true DE1618811A1 (en) 1971-01-14

Family

ID=8602530

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19671618811 Pending DE1618811A1 (en) 1966-03-01 1967-03-01 Stabilization of metal-ethylene-bis-dithiocarbamates

Country Status (7)

Country Link
BE (1) BE694871A (en)
CH (1) CH470369A (en)
DE (1) DE1618811A1 (en)
ES (1) ES337417A1 (en)
FR (1) FR1482885A (en)
GB (1) GB1107900A (en)
NL (1) NL6702613A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU658500B2 (en) * 1992-05-01 1995-04-13 Rohm And Haas Company Fungicidal compositions
TR27968A (en) * 1993-04-28 1995-11-14 Rohm & Haas Comp Fungicide compounds containing dithiocarbamate or bisditiocarbamoyl disulfides.

Also Published As

Publication number Publication date
BE694871A (en) 1967-09-01
FR1482885A (en) 1967-06-02
NL6702613A (en) 1967-09-04
GB1107900A (en) 1968-03-27
CH470369A (en) 1969-03-31
ES337417A1 (en) 1968-02-16

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