DE2341882C2 - Pesticides based on 2-benzimidazole carbamic acid methyl ester mixtures - Google Patents
Pesticides based on 2-benzimidazole carbamic acid methyl ester mixturesInfo
- Publication number
- DE2341882C2 DE2341882C2 DE19732341882 DE2341882A DE2341882C2 DE 2341882 C2 DE2341882 C2 DE 2341882C2 DE 19732341882 DE19732341882 DE 19732341882 DE 2341882 A DE2341882 A DE 2341882A DE 2341882 C2 DE2341882 C2 DE 2341882C2
- Authority
- DE
- Germany
- Prior art keywords
- methyl ester
- acid methyl
- carbamic acid
- ester mixtures
- fungi
- 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.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title claims description 14
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 title claims description 9
- 239000000575 pesticide Substances 0.000 title claims description 4
- 239000003973 paint Substances 0.000 claims description 16
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims description 7
- 239000002023 wood Substances 0.000 claims description 6
- 239000003755 preservative agent Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 3
- LXCJGJYAOVCKLO-UHFFFAOYSA-N n-cyclohexyl-n-hydroxynitrous amide Chemical compound O=NN(O)C1CCCCC1 LXCJGJYAOVCKLO-UHFFFAOYSA-N 0.000 claims description 3
- 230000002335 preservative effect Effects 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 description 13
- 241000233866 Fungi Species 0.000 description 11
- 239000000839 emulsion Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 5
- 230000002538 fungal effect Effects 0.000 description 5
- 230000000855 fungicidal effect Effects 0.000 description 5
- 229920001817 Agar Polymers 0.000 description 4
- 241000607479 Yersinia pestis Species 0.000 description 4
- 241000223678 Aureobasidium pullulans Species 0.000 description 3
- 241000907561 Sydowia polyspora Species 0.000 description 3
- 239000008272 agar Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 241001149956 Cladosporium herbarum Species 0.000 description 2
- 241001626940 Coniophora cerebella Species 0.000 description 2
- 241000238631 Hexapoda Species 0.000 description 2
- 235000017066 Lentinus lepideus Nutrition 0.000 description 2
- 241000318230 Merulius Species 0.000 description 2
- 241001520612 Neolentinus lepideus Species 0.000 description 2
- 241001236817 Paecilomyces <Clavicipitaceae> Species 0.000 description 2
- 241000371621 Stemphylium Species 0.000 description 2
- 241000223261 Trichoderma viride Species 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000005757 colony formation Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 241000223600 Alternaria Species 0.000 description 1
- 241000094558 Antrodia sinuosa Species 0.000 description 1
- 241000235349 Ascomycota Species 0.000 description 1
- 241000228245 Aspergillus niger Species 0.000 description 1
- 241000221198 Basidiomycota Species 0.000 description 1
- 241000346770 Bispora Species 0.000 description 1
- 241000079253 Byssochlamys spectabilis Species 0.000 description 1
- 241001515917 Chaetomium globosum Species 0.000 description 1
- 241001492300 Gloeophyllum trabeum Species 0.000 description 1
- 241000441853 Hormiscium Species 0.000 description 1
- GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 description 1
- 241000228143 Penicillium Species 0.000 description 1
- 241001193612 Phoma violacea Species 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 241001279364 Stachybotrys chartarum Species 0.000 description 1
- 241001599031 Tapinella panuoides Species 0.000 description 1
- 241001114490 Trichurus spiralis Species 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000006916 nutrient agar Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/343—Heterocyclic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/38—Aromatic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/50—Mixtures of different organic impregnating agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K5/00—Treating of wood not provided for in groups B27K1/00, B27K3/00
- B27K5/02—Staining or dyeing wood; Bleaching wood
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Die vorliegende Erfindung betrifft ein Schädlingsbekämpfungsmittel, das eine Mischung von Wirkstoffen enthält, und Verfahren zur Bekämpfung von Schädlingen mit dieser Mischung.The present invention relates to a pesticide containing a mixture of active ingredients and to methods for controlling pests with this mixture.
Es ist bekannt, Salze des N-Nitroso-N-cyclohexylhydroxylamins (NCH) zum Schutz vom Holz gegen den Angriff holzzerstörender Pilze, wie Coniophora cerebella, Merulius lacrimans, Lentinus lepideus u. a., zu verwenden. Von den in Wasser praktisch unlöslichen Salzen hat sich das Aluminiumsalz des NCH bewährt; nachteilig ist jedoch, daß zum Schutz des Holzes verhältnismäßig hohe Anwendungskonzentrationen erforderlich sind. Ferner ist nachteilig, daß die Verbindung gegen holzverfärbende Pilze, wie Pullularia pullulans und Sclerophoma pityophila, in für die Bekämpfung holzzerstörender Pilze ausreichenden Anwendungskonzentrationen nicht mehr wirksam ist.It is known that salts of N-nitroso-N-cyclohexylhydroxylamine (NCH) can be used to protect wood against attack by wood-destroying fungi such as Coniophora cerebella, Merulius lacrimans, Lentinus lepideus and others. Of the salts that are practically insoluble in water, the aluminum salt of NCH has proven to be effective; however, it has the disadvantage that relatively high application concentrations are required to protect the wood. Another disadvantage is that the compound is no longer effective against wood-discoloring fungi such as Pullularia pullulans and Sclerophoma pityophila at application concentrations sufficient to combat wood-destroying fungi.
Ferner ist es bekannt, daß sich mit dem 2-Benzimidazol-carbaminsäure-methylester (BCM) eine Vielzahl von Pilzen bekämpfen läßt, die vorwiegend den Pilzklassen der Ascomyceten und Fungi imperfecti angehören; gegen holzzerstörende Pilze aus der Klasse der Basidiomyceten ist diese Verbindung in üblichen Anwendungskonzentrationen unwirksam.Furthermore, it is known that 2-benzimidazole-carbamic acid methyl ester (BCM) can be used to combat a large number of fungi, which mainly belong to the fungal classes Ascomycetes and Fungi imperfecti; this compound is ineffective against wood-destroying fungi from the class Basidiomycetes in usual application concentrations.
Es wurde nun gefunden, daß eine Mischung aus dem 2-Benzimidazol- carbaminsäure-methylester und dem Aluminiumsalz des N-Nitroso-N- cyclohexylhydroxylamins geeignet ist, Schädlinge mit erheblich kleineren Mengen Wirkstoff zu bekämpfen, als dies im allgemeinen von Wirkstoffgemischen erwartet werden kann.It has now been found that a mixture of 2-benzimidazole carbamic acid methyl ester and the aluminum salt of N-nitroso-N-cyclohexylhydroxylamine is suitable for controlling pests with considerably smaller amounts of active ingredient than can generally be expected from mixtures of active ingredients.
Schädlinge sind allgemein Pilze und Insekten, insbesondere solche Pilze und Insekten, die Holz, Holzanstriche oder Anstrichfarben schädigen.Pests are generally fungi and insects, especially those fungi and insects that damage wood, wood coatings or paints.
Die erfindungsgemäßen Schädlingsbekämpfungsmittel weisen eine über die Wirksamkeit der Einzelwirkstoffe hinausgehende fungizide Wirksamkeit auf, d. h., es liegt eine Potenzierung der Wirksamkeiten vor. Das Mischungsverhältnis der Wirkstoffe kann in einem weiten Bereich schwanken. Beispielsweise wurde bei einem Gewichtsverhältnis Aluminiumsalz des NCH zu BCM wie 1 : 1 bis 10 : 1, vorzugsweise 2 : 1 bis 4 : 1, eine hervorragende Wirkung gegen Schädlinge erzielt.The pesticides according to the invention have a fungicidal activity that exceeds the activity of the individual active ingredients, i.e. there is a potentiation of the activities. The mixing ratio of the active ingredients can vary within a wide range. For example, an excellent effect against pests was achieved with a weight ratio of aluminum salt of NCH to BCM of 1:1 to 10:1, preferably 2:1 to 4:1.
Ein Konservierungsmittel für Dispersionsfarben kann bis zu 4% (Gewichtsprozent) Aluminiumsalz des NCH und bis zu 1% BCM enthalten; eine optimale Mischung liegt bei 2% Aluminiumsalz des NCH und 0,5% BCM, bezogen auf das Gesamtgewicht der Dispersionsfarbe, vor. Diese Mischung eignet sich in hervorragender Weise als Zusatz die Dispersionsfarben für Anstriche in Feuchträumen zum Schutz gegen Pilzbewuchs.A preservative for emulsion paints can contain up to 4% (by weight) of NCH aluminum salt and up to 1% BCM; an optimal mixture is 2% of NCH aluminum salt and 0.5% BCM, based on the total weight of the emulsion paint. This mixture is ideal as an additive to emulsion paints for painting in damp rooms to protect against fungal growth.
Folgende anstrichverfärbende Pilze und Schimmelpilze lassen sich mit den erfindungsgemäßen Mitteln bekämpfen: Pullularia pullulans, Aspergillus niger, Bispora effusa, Stachybotrys atra, Trichoderma viride, Paecilomyces variotii, Cladosporium herbarum, Sclerophoma Pityophila, Chaetomium globosum, Hormiscium spec., Stemphylium spec., Alternatia spec., Phoma violacea; außerdem sind sie gegen holzzerstörende Pilze, wie Merulius lacrimans, Coniophora cerebella, Lentinus lepideus, Poria vaporaria, Lenzites trabea, Paxillus panuoides, wirksam. Die erfindungsgemäßen Mittel lassen sich nicht nur als fungizid wirksame Bestandteile von Dispersionsfarben und als Konservierungsmittel für Farben verwenden, sondern sie eignen sich auch als Holzschutzmittel und zur Konservierung von technischen Produkten, wie Leder, Klebstoffen, Papier.The following paint-discoloring fungi and molds can be combated with the agents according to the invention: Pullularia pullulans, Aspergillus niger, Bispora effusa, Stachybotrys atra, Trichoderma viride, Paecilomyces variotii, Cladosporium herbarum, Sclerophoma Pityophila, Chaetomium globosum, Hormiscium spec., Stemphylium spec., Alternatia spec., Phoma violacea; they are also effective against wood-destroying fungi such as Merulius lacrimans, Coniophora cerebella, Lentinus lepideus, Poria vaporaria, Lenzites trabea, Paxillus panuoides. The agents according to the invention can not only be used as fungicidal components of emulsion paints and as preservatives for paints, but they are also suitable as wood preservatives and for the preservation of technical products such as leather, adhesives and paper.
Aus nachstehendem Beispiel geht die Wirksamkeit der beanspruchten Mischung hervor:The effectiveness of the claimed mixture is demonstrated by the following example:
In eine Kunststoffdispersionsfarbe, die als Bindemittel ein Acrylsäureester-Copolymerisat enthält, werden zur Herstellung gegen Schimmelpilzbewuchs widerstandsfähiger Anstrichfilme Wirkstoffgemische aus dem Aluminiumsalz des NCH und dem BCM in den Verhältnissen 2 : 1, 3 : 1 und 4 : 1, bezogen auf das Gewicht der Wirkstoffe, in feinvermahlener Form sorgfältig eingearbeitet. Die Konservierungsmittelzusätze zur Dispersionsfarbe betragen 1,5 bis 4% (Gewichtsprozent). Zum Vergleich werden die Einzelwirkstoffe in Mengen von 0,5 bis 3% in gleicher Weise der Dispersionsfarbe zugesetzt. Zur Ermittlung der Widerstandsfähigkeit der fungizid ausgerüsteten Anstrichfilme werden 50×50 mm große und 1 mm starke Kiefernholzbrettchen (Furniere) mit den Dispersionsfarben gleichmäßig bestrichen. Nach dem Antrocknen des Anstrichfilms werden die Brettchen in Petrischalen auf Biomalz- Nähragar gelegt und mit einer Pilzsporenaufschwemmung besprüht. Es werden Pilze verwendet, die auf Farbanstrichen vorkommen können: Pullularia pullulans, Sclerophoma pytiophila, Trichoderma viride, Penicillium funicolosum, Alternaria tenus, Stemphylium spec., Cladosporium herbarum. Die Petrischalen werden bei Raumtemperatur aufgestellt und nach 2, 4 und 6 Wochen das Ausmaß der Pilzentwicklung auf den Anstrichfilmen beurteilt. Die in nachstehender Tabelle angeführten Versuchsergebnisse zeigen die überlegene fungizide Wirksamkeit der Wirkstoffmischungen im Vergleich mit den Einzelwirkstoffen. &udf53;vu10&udf54;&udf53;vz24&udf54; &udf53;vu10&udf54;To produce paint films that are resistant to mold growth, mixtures of active ingredients made from the aluminum salt of NCH and BCM are carefully incorporated in finely ground form in the ratios 2:1, 3:1 and 4:1, based on the weight of the active ingredients, into a plastic emulsion paint that contains an acrylic acid ester copolymer as a binding agent. The preservative additives to the emulsion paint are 1.5 to 4% (percent by weight). For comparison, the individual active ingredients are added to the emulsion paint in the same way in amounts of 0.5 to 3%. To determine the resistance of the fungicidal paint films, 50x50 mm and 1 mm thick pine boards (veneers) are evenly coated with the emulsion paints. After the paint film has dried, the boards are placed in Petri dishes on organic malt nutrient agar and sprayed with a fungal spore suspension. Fungi that can occur on paint coatings are used: Pullularia pullulans, Sclerophoma pytiophila, Trichoderma viride, Penicillium funicolosum, Alternaria tenus, Stemphylium spec., Cladosporium herbarum. The Petri dishes are placed at room temperature and the extent of fungal development on the paint films is assessed after 2, 4 and 6 weeks. The test results shown in the table below show the superior fungicidal effectiveness of the active ingredient mixtures compared with the individual active ingredients. &udf53;vu10&udf54;&udf53;vz24&udf54;&udf53;vu10&udf54;
Die Versuche wurden in der Weise durchgeführt, daß die Wirkstoffe einzeln und in den Mischungsverhältnissen 1 : 1, 2 : 1 und 4 : 1 in Aceton gelöst in Mengen von 600 Teilen abgestuft bis 3 Teile je Million Teile eines 5%igen Malzextrakt-Agars, der auf 40°C abgekühlt und noch flüssig war, zugesetzt wurden. Nach dem Ausgießen des Agars in Petrischalen wurden nach dem Erstarren des Agargels die Platten zentral mit Myzelscheibchen (Durchmesser 0,5 cm) der Pilze Paecilomyces varioti und Trichurus spiralis, die als Cellulosezerstörer bekannt sind, beimpft. Nach fünftägiger Bebrütung der beimpften Agarplatten wurde durch Ausmessen der entstandenen Pilzkolonien die fungizide Wirksamkeit der Einzelwirkstoffe und der Synergismus der Wirkstoffmischungen beurteilt: 100%=keine Koloniebildung 0%=volle Koloniebildung.The tests were carried out in such a way that the active ingredients were added individually and in the mixing ratios 1:1, 2:1 and 4:1 dissolved in acetone in amounts ranging from 600 parts to 3 parts per million parts of a 5% malt extract agar that had been cooled to 40°C and was still liquid. After pouring the agar into Petri dishes and after the agar gel had solidified, the plates were inoculated centrally with mycelium disks (diameter 0.5 cm) of the fungi Paecilomyces varioti and Trichurus spiralis, which are known to destroy cellulose. After incubating the inoculated agar plates for five days, the fungicidal effectiveness of the individual active ingredients and the synergism of the active ingredient mixtures were assessed by measuring the resulting fungal colonies: 100% = no colony formation 0% = full colony formation.
Die Tabelle zeigt, daß z. B. für eine 80%ige Wirkung gegen Paecilomyces varioti 200 ppm der Komponenten erforderlich sind, während dieselbe Wirkung bereits mit 12,5 ppm bzw. 25 ppm der getesteten Gemische erzielt wird. &udf53;vu10&udf54;&udf53;vz31&udf54; &udf53;vu10&udf54;The table shows that, for example, 200 ppm of the components are required for an 80% effect against Paecilomyces varioti, while the same effect is achieved with 12.5 ppm and 25 ppm of the tested mixtures, respectively. &udf53;vu10&udf54;&udf53;vz31&udf54;&udf53;vu10&udf54;
Claims (2)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732341882 DE2341882C2 (en) | 1973-08-18 | 1973-08-18 | Pesticides based on 2-benzimidazole carbamic acid methyl ester mixtures |
| IT53066/73A IT1053524B (en) | 1972-10-13 | 1973-10-11 | PESTICIDES AND THEIR USE TO PROTECT WOOD PAINTS FOR WOOD OR PAINTS |
| JP48113349A JPS4993536A (en) | 1972-10-13 | 1973-10-11 | |
| GB4772773A GB1438154A (en) | 1972-10-13 | 1973-10-12 | |
| US405807A US3903288A (en) | 1972-10-13 | 1973-10-12 | Pesticide for the protection of wood comprising a mixture of methyl 2-benzimidazole-carbonate or a salt thereof and the aluminum salt of N-nitroso-N-cyclohexylhydroxylamine |
| FR7336547A FR2202649B1 (en) | 1972-10-13 | 1973-10-12 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732341882 DE2341882C2 (en) | 1973-08-18 | 1973-08-18 | Pesticides based on 2-benzimidazole carbamic acid methyl ester mixtures |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2341882A1 DE2341882A1 (en) | 1975-03-13 |
| DE2341882C2 true DE2341882C2 (en) | 1987-01-22 |
Family
ID=5890139
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732341882 Expired DE2341882C2 (en) | 1972-10-13 | 1973-08-18 | Pesticides based on 2-benzimidazole carbamic acid methyl ester mixtures |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE2341882C2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2633452A1 (en) * | 1976-07-24 | 1978-01-26 | Basf Ag | TRIORGANO TIN COMPOUNDS OF HYDROXYDIAZENIUM OXIDES |
| DE3824807A1 (en) * | 1988-07-21 | 1990-01-25 | Schering AG, 1000 Berlin und 4709 Bergkamen | DIORGANOZIN COMPOUNDS AND CONTAINERS THEREOF WITH BACTERICIDES AND FUNGICIDES |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1024743B (en) * | 1956-08-25 | 1958-02-20 | Basf Ag | Fungicides |
| SE362207B (en) * | 1968-12-31 | 1973-12-03 | Basf Ag |
-
1973
- 1973-08-18 DE DE19732341882 patent/DE2341882C2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2341882A1 (en) | 1975-03-13 |
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