DE975092C - Pest repellants - Google Patents
Pest repellantsInfo
- Publication number
- DE975092C DE975092C DEC22041A DEC0022041A DE975092C DE 975092 C DE975092 C DE 975092C DE C22041 A DEC22041 A DE C22041A DE C0022041 A DEC0022041 A DE C0022041A DE 975092 C DE975092 C DE 975092C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- chloral
- condensation product
- pest repellants
- compound
- 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
- 241000607479 Yersinia pestis Species 0.000 title description 5
- 239000007859 condensation product Substances 0.000 claims description 7
- HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 claims description 7
- CYTQBVOFDCPGCX-UHFFFAOYSA-N trimethyl phosphite Chemical compound COP(OC)OC CYTQBVOFDCPGCX-UHFFFAOYSA-N 0.000 claims description 5
- 239000000575 pesticide Substances 0.000 claims description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 5
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 231100000614 poison Toxicity 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229940050176 methyl chloride Drugs 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000002574 poison Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241001124076 Aphididae Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000488583 Panonychus ulmi Species 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 235000013601 eggs Nutrition 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 210000003746 feather Anatomy 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000002316 fumigant Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000003151 ovacidal effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 230000000391 smoking effect Effects 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
- A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals
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
Die Erfindung bezieht sich auf Schädlingsbekämpfungsmittel, die gekennzeichnet sind durch einen Gehalt an dem Kondensationsprodukt aus ι Mol Trimethylphosphit und ι Mol Chloral. Das Kondensationsprodukt wirkt auf die verschiedenen Entwicklungsstufen der Schädlinge, wie Eier, Larven, Imagines, wobei eine Wirkung als Kontakt-, Fraß- oder Atmungsgift in Betracht kommt.The invention relates to pesticides which are characterized by a content of the condensation product of 1 mole of trimethyl phosphite and 1 mole of chloral. That Condensation product has an effect on the various stages of development of the pests, such as eggs, Larvae, adults, with an effect as a contact poison, food poison or respiratory poison.
Es können die verschiedensten Körper gegenüber Schädlingen geschützt werden, wobei sowohl gasförmige als auch flüssige oder feste Körper als Träger der wirksamen Substanz verwendet werden können. Als derartige zu schützende bzw. als Träger zu verwendende Körper kommen in Frage z. B. Luft, insbesondere in Räumlichkeiten, dann Flüssigkeiten, wie z. B. Wasser in Teichen, und schließlich jegliche tote und lebende feste Unterlage, wie z. B. beliebige Gegenstände in bewohnten Zimmern, in Kellern, in Estrichen, in Stallungen, ferner Pelze, Federn, Wolle u. dgl. sowie Lebewesen des Pflanzen- und Tierreiches in ihren verschiedensten Entwicklungszuständen, sofern sie gegenüber dem Schädlingsbekämpfungsmittel unempfindlich sind. Die Bekämpfung der Schädlinge wird nach üblichen Verfahren vorgenommen, z. B. durch Behändlung der zu schützenden Körper mit der Verbindung in Dampfform, z. B. als Räuchermittel oder in Form von Stäube- oder Spritzmitteln, z. B. als Lo-A wide variety of bodies can be protected against pests, both gaseous as well as liquid or solid bodies can be used as carriers of the active substance can. As such body to be protected or to be used as a carrier come into question z. B. Air, especially in rooms, then liquids, such as. B. water in ponds, and finally any dead and living solid surface, such as B. any objects in occupied rooms, in cellars, in screeds, in stables, furthermore furs, feathers, wool and the like, as well as living beings of the Plant and animal kingdoms in their most varied stages of development, insofar as they are compared to the Insensitive to pesticides. The control of the pests is carried out according to usual Procedures carried out, e.g. B. by treating the body to be protected with the compound in vapor form, e.g. B. as fumigants or in the form of dusts or sprays, e.g. B. as lo-
109 635/17 a109 635/17 a
sungen bzw. Suspensionen, die mit Wasser oder geeigneten organischen Lösungsmitteln, wie z. B. Alkohol, Petroleum, Teerdestillaten u. a., zubereitet worden sind; auch können wässerige Lösungen bzw. wässerige Emulsionen von organischen Lösungsmitteln, die den wirksamen Stoff enthalten, zum Bestreichen, Bespritzen oder Tauchen der zu schützenden Gegenstände dienen.Solutions or suspensions with water or suitable organic solvents, such as. B. Alcohol, petroleum, tar distillates, etc., have been prepared; aqueous solutions or aqueous emulsions of organic solvents containing the active substance for Brushing, spraying or dipping of the objects to be protected are used.
Die Spritz- und Stäubemittel können die üblichen ίο inerten Füllstoffe oder Zeichnungsmittel, wie z. B. Kaolin, Gips oder Bentonit, toder weitere Zusätze, wie Sulfitcelluloseablauge, Cellulosederivate u. dgl., ferner zur Verbesserung der Netz- und Haftfestigkeit die üblichen Netz- und Haftmittel beigemischt enthalten. Die Schädlingsbekämpfungspräparate können in Pulverform, in Form von wässerigen Dispersionen bzw. Pasten oder als selbstdispergierende Öle hergestellt werden.The spray and dust can be the usual ίο inert fillers or drawing materials, such as. B. kaolin, gypsum or bentonite, t or other additives such as sulphite cellulose liquor, cellulose derivatives and the like. The pest control preparations can be produced in powder form, in the form of aqueous dispersions or pastes or as self-dispersing oils.
Die Verbindung kann als einziger Wirkstoff in einem Schädlingsbekämpfungsmittel vorhanden sein
oder auch in Kombination mit anderen Insecticiden und/oder Fungiciden. Die Verwendung solcher
Präparate im Pflanzenschutz erfolgt nach den üblichen Spritz-, Stäube- und Räucherverfahren.
Die Herstellung der erfindungsgemäß zu benutzenden Verbindung aus den erwähnten Komponenten
erfolgt durch Umsetzung in molekularem Verhältnis. Weil die Reaktion exotherm verläuft,
ist es gegebenenfalls notwendig, die Komponenten unter Kühlung zu vereinigen und mit inerten Lösungsmitteln,
wie Benzol, Toluol, Äther, Dioxan, Hexan oder tiefsiedendem Benzin, zu verdünnen.
Die Reaktion wird vorteilhaft durch Erwärmen auf etwa 50 bis 1200 C beendet.The compound can be present as the only active ingredient in a pesticide or else in combination with other insecticides and / or fungicides. The use of such preparations in crop protection takes place according to the usual spraying, dusting and smoking processes.
The compound to be used according to the invention is produced from the components mentioned by reaction in a molecular ratio. Because the reaction is exothermic, it may be necessary to combine the components with cooling and to dilute them with inert solvents such as benzene, toluene, ether, dioxane, hexane or low-boiling gasoline. The reaction is advantageously completed by heating at about 50 to 120 0 C.
Aus der USA.-Patentschrift 2485573 sind Kondensationsprodukte aus Dialkylphosphiten und Chloral als Insecticide bekannt. Bei diesen Produkten wird Chloral an das Dialkylphosphit angelagert, ohne Abspaltung einer anderen Verbindung. Im Gegensatz dazu wird zur Herstellung des erfindungsgemäß zu benutzenden Produktes Trimethylphosphit herangezogen, und es erfolgt bei der Kondensation Abspaltung von Methylchlorid. Den aus der USA.-Patentschrift 2485573 bekannten Verbindungen gegenüber zeichnet sich das Produkt der vorliegenden Erfindung durch eine überlegene ovicide Wirkung aus, wie Vergleichsversuche zeigten. From U.S. Patent 2485573 are Condensation products of dialkyl phosphites and chloral known as insecticides. With these products chloral is added to the dialkyl phosphite without splitting off any other compound. In contrast to this, trimethyl phosphite is used for the production of the product to be used according to the invention are used, and methyl chloride is split off during the condensation. The one known from US Pat. No. 2,485,573 Compounds, the product of the present invention is characterized by a superior ovicidal effect, as comparative tests showed.
Im folgenden Beispiel bedeuten Teile Gewichtsteile. Das Verhältnis von Gewichtsteil zu Volum- teilen ist das gleiche wie dasjenige zwischen dem Kilogramm und dem Liter. Die Temperaturen sind in Celsiusgraden angegeben.In the following example, parts mean parts by weight. The ratio of part by weight to volume dividing is the same as that between the kilogram and the liter. The temperatures are given in degrees Celsius.
Zur Herstellung eines insecticiden Spritzmittels werden 20 Teile des Kondensationsproduktes aus Trimethylphosphit und Chloral, 40 Teile eines nichtionogenen Emulgier- und Netzmittels und 40 Teile n-Butanol vermischt. Man erhält eine klare Lösung. Dieses konzentrierte Präparat kann leicht mit Wasser verdünnt werden.To produce an insecticidal spray, 20 parts of the condensation product are made from Trimethyl phosphite and chloral, 40 parts of a nonionic emulsifying and wetting agent and 40 parts of n-butanol mixed. A clear solution is obtained. This concentrated preparation can easily be diluted with water.
Werden Obstbäume im Sommer mit einer Spritzbrühe, die 2%o des oben beschriebenen Präparates (= o,4°/oo des Kondensationsproduktes) enthält, gespritzt, so kann ein guter Bekämpfungserfolg gegen Blattläuse und rote Spinnen festgestellt werden.Become fruit trees in summer with a spray mixture containing 2% o of the preparation described above (= 0.4% of the condensation product) contains, injected, it can be a good success in combating Aphids and red spiders are noted.
Im folgenden sei die Herstellung der erfindungsgemäß zu verwendenden Verbindung angegeben, wobei Schutz für dieses Verfahren im Rahmen dieses Schutzrechtes nicht beansprucht wird.The preparation of the compound to be used according to the invention is given below, protection for this process is not claimed within the scope of this property right.
Zu einer Lösung von 14,7 Teilen Chloral in 40 Volumteilen Benzol wird unter Eiskühlung eine solche von 12,4 Teilen Trimethylphosphit in 20 Volumteilen Benzol gegeben. Wenn keine Temperatursteigerung mehr erfolgt, wird während einer Stunde auf 60 bis 700 erwärmt, wobei Methylchlorid entweicht. Anschließend wird das Lösungsmittel abdestilliert und der Rückstand im Vakuum fraktioniert. Das Kondensationsprodukt siedet einheitlich bei 85 bis 87°/o,o5 mm.To a solution of 14.7 parts of chloral in 40 parts by volume of benzene, a solution of 12.4 parts of trimethyl phosphite in 20 parts by volume of benzene is added while cooling with ice. When the temperature no longer increases , the mixture is heated to 60 to 70 0 over the course of one hour, with methyl chloride escaping. The solvent is then distilled off and the residue is fractionated in vacuo. The condensation product boils uniformly at 85 to 87%. O5 mm.
Das gleiche Produkt kann ohne Lösungsmittel erhalten werden, nur muß in diesem Fall mit einer Kältemischung gekühlt werden. Das Chloral wird nun tropfenweise bei etwa — 50 unter Rühren zugegeben, wobei jeder Tropfen eine heftige Reaktion erzeugt.The same product can be obtained without a solvent, only in this case it has to be cooled with a cold mixture. Chloral is then added dropwise at about - 5 0 was added with stirring, each drop produces a violent reaction.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH975092X | 1951-09-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE975092C true DE975092C (en) | 1961-08-10 |
Family
ID=4551148
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC22041A Expired DE975092C (en) | 1951-09-25 | 1952-09-07 | Pest repellants |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE975092C (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2485573A (en) * | 1945-10-05 | 1949-10-25 | Rohm & Haas | Thiocyanated phosphite esters |
-
1952
- 1952-09-07 DE DEC22041A patent/DE975092C/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2485573A (en) * | 1945-10-05 | 1949-10-25 | Rohm & Haas | Thiocyanated phosphite esters |
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