DE2120589A1 - Stabilization of 0.0-dimethyl-quinoxalyl- (2) -thionophosphate - Google Patents
Stabilization of 0.0-dimethyl-quinoxalyl- (2) -thionophosphateInfo
- Publication number
- DE2120589A1 DE2120589A1 DE19712120589 DE2120589A DE2120589A1 DE 2120589 A1 DE2120589 A1 DE 2120589A1 DE 19712120589 DE19712120589 DE 19712120589 DE 2120589 A DE2120589 A DE 2120589A DE 2120589 A1 DE2120589 A1 DE 2120589A1
- Authority
- DE
- Germany
- Prior art keywords
- thionophosphate
- dimethyl
- quinoxalyl
- aluminum
- biocidal agents
- 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
Links
- 230000006641 stabilisation Effects 0.000 title description 2
- 238000011105 stabilization Methods 0.000 title description 2
- 239000000203 mixture Substances 0.000 claims description 19
- 238000009472 formulation Methods 0.000 claims description 16
- 239000004480 active ingredient Substances 0.000 claims description 10
- 239000003381 stabilizer Substances 0.000 claims description 9
- 239000003139 biocide Substances 0.000 claims description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 7
- 229910052782 aluminium Inorganic materials 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- BMTAFVWTTFSTOG-UHFFFAOYSA-N Butylate Chemical compound CCSC(=O)N(CC(C)C)CC(C)C BMTAFVWTTFSTOG-UHFFFAOYSA-N 0.000 claims description 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 claims description 2
- 125000006165 cyclic alkyl group Chemical group 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- -1 imino radicals Derivatives of carbon dioxide Chemical class 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 2
- ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 2-octanone Chemical compound CCCCCCC(C)=O ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 230000007717 exclusion Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 1
- XPZBNIUWMDJFPW-UHFFFAOYSA-N 2,2,3-trimethylcyclohexan-1-one Chemical compound CC1CCCC(=O)C1(C)C XPZBNIUWMDJFPW-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 230000007681 cardiovascular toxicity Effects 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000008279 sol Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 150000003580 thiophosphoric acid esters Chemical class 0.000 description 1
- WOZZOSDBXABUFO-UHFFFAOYSA-N tri(butan-2-yloxy)alumane Chemical compound [Al+3].CCC(C)[O-].CCC(C)[O-].CCC(C)[O-] WOZZOSDBXABUFO-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
- C07F9/6509—Six-membered rings
- C07F9/650952—Six-membered rings having the nitrogen atoms in the positions 1 and 4
- C07F9/650994—Six-membered rings having the nitrogen atoms in the positions 1 and 4 condensed with carbocyclic rings or carbocyclic ring systems
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- 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
- A01N57/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing heterocyclic radicals
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Environmental Sciences (AREA)
- Organic Chemistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Toxicology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Or. W. Schalk, DipUng. P. Wfctf» Or. W. Schalk, DipUng. P. Wfctf »
Drpi.-fng. G. DannenbergDrpi.-fng. G. Dannenberg
Dr. V. Schmfed-KowarzikDr. V. Schmfed-Kowarzik
Dr. P. Wetnheid, Dr. D. Gudei Dr. P. Wetnheid, Dr. D. Gudei
6 Frankfurt/M., Gr. Eschenfwimr Str. 39 6 Frankfurt / M., Gr. Eschenfwimr Str. 39
CaseCase
S AU B 0 Z A.&.
Basel / Schweiz S AU B 0 Z A. &.
Basel, Switzerland
Stabilisierung von O.Q-Dimetbyl-ehinoxalyl-(Stabilization of O.Q-Dimetbyl-ehinoxalyl- ( 22 )'-thionophosphat) '- thionophosphate
Die vorliegende Erfindung betrifft stabile biozide Mittel, die als aktiven Bestandteil 0,0-Dimethyl-chinoxalyi-(2)-thionophosphat enthalten, die sich durch eine hohe Wirksamkeit gegen Schädlinge bei relativ geringer Warrnbltitertoxizität auszeichnen.The present invention relates to stable biocidal agents containing 0,0-dimethyl-quinoxalyi- (2) -thionophosphate as the active ingredient which are highly effective against pests with relatively low warning blood toxicity distinguish.
Die technische Verwendung der bioziden Phosphorsäureester bsvi. der sie enthaltenden Wirkstofformulierungen wird vielfach durch ihre geringe Haltbarkeit beeinträchtigt. So führt längere Lagerung, insbesondere unter den klimatischen Bedingungen tropischer Länder, oft zu mehr oder weniger starkem Absinken des Wirkstoffgehalts. Solche teilweise abgebauten Schädlingsbekämpfungsmittel lassen sich nicht mehr in einwandfreier Ueise verwenden, einmal weil ihre Wirksamkeit abgenommen hat, dann, aber auch wegen Begleiterscheinungen des chemischen Zerfalls, wie z.B. Ansteigen der Warmblütertoxizität infoige Pyrophosphatbildung, vermindertes Eiuulgierverniögsn in V/asser, Niederschlagsbildung, Seruchshslästigung etc.The technical use of the biocidal phosphoric acid ester bsvi. the active ingredient formulations containing them is many impaired by their short shelf life. So results longer storage, especially under climatic conditions tropical countries, often to a more or less sharp drop in the active ingredient content. Such partially dismantled Pesticides can no longer be used in perfect condition Use it, once because its effectiveness has decreased, then, but also because of side effects chemical decay, such as an increase in warm-blooded toxicity Info-like pyrophosphate formation, reduced egg-emulsification in water, formation of precipitates, nuisance Etc.
109848/T876109848 / T876
- 2 - ' 130-3295- 2 - '130-3295
Verminderte^ StaMiitäif/ die im Hinblick auf das Rückstandsproblem in Kulturpflanzen auch positiv zu bewerten ist, zeigen gerade einige besonders wertvolle insektizide Phosphorsäure- bzw. Thiophosphorsäureester mit sehr niedriger Warmblütertoxizität.Reduced status / which is also to be assessed positively with regard to the residue problem in cultivated plants, show just a few particularly valuable insecticidal phosphoric acid or thiophosphoric acid esters with very low Warm-blooded toxicity.
■ Ss sind bereits verschiedene Verfahren zur Stabilisierung von Emulsionskonzentraten durch Zusatz stabilisierender Agentien beschrieben worden. Solche Stabilisatoren sind ' z.B. Epichlorhydrin, Essigsäureanhydrid, Glykole, Glykol- W äther, AlkylsUlfat u.a.Various methods for stabilizing emulsion concentrates by adding stabilizing agents have already been described. Such stabilizers are, for example, epichlorohydrin, acetic anhydride, glycols, glycol W ether, alkyl sulfate and others
Diese bekannten Stabilisatoren erfüllen jedoch die Anforderungen nicht in "allen Fällen, insbesondere eignen sie sich nicht .zur Stabilisierung von O.O-Dimethyl-chinoxalyl-(2)-thionophosphat. However, these known stabilizers do not meet the requirements in "all cases; they are particularly suitable not .to stabilize O.O-dimethyl-quinoxalyl- (2) -thionophosphate.
Eine gewisse Erhöhung der Lagerbeständigkeit von O.O-Dimethyl-chinoxalyl-(2)-thionophcsphat erreicht man durch Mischung mit einfach bzw. doppelt durch Iminoreste substituierten Derivaten des Kohlendioxids, z.B. Isocyanaten oder Carbodiimiden.A certain increase in the shelf life of O.O-dimethyl-quinoxalyl- (2) -thionophosphate can be achieved by mixing with mono- or doubly substituted by imino radicals Derivatives of carbon dioxide, e.g. isocyanates or carbodiimides.
Es wurde nun gefunden, dass man stabile biozide Mittel erhält, die sich beispielsweise nach dem Turbair-Spray- ' Verfahren anwenden lassen, wenn man 0.0-Dimethyl-chinox- · alyl-(2)-thionophosphat der Formel '-■ '-''-'' It has now been found that stable biocidal agents are obtained which can be used, for example, by the Turbair spray 'method, if 0.0-dimethyl-quinox- · alyl- (2) -thionophosphate of the formula ' - ■ '-''-''
mit einer Verbindung der Formel 11 Al(OR1)with a compound of the formula 11 Al (OR 1 )
109848/Ϊ876109848 / Ϊ876
m. 3 — m. 3 -
130-3295130-3295
worin R^ für eine Alkylgruppe mit etwa 1 bis 18, -Vorzugs-, weise mit etwa 1 bis 6 Kohlenstoffatomen, eine verzweigte Alkylgruppe mit etwa 3 bis 18, vorzugsweise/3 bis 6 Kohlenstoffatomen, eine cyclische Alkylgruppe,' vorzugsweise mit etwa 5 bis 6 Kohlenstoffatomen, eine gegebenenfalls substituierte Arylgruppe, vorzugsweise Phenylgruppe, oder eine Alkyl-arylgruppe, vorzugsweise eine Alkyl-phenylgruppe, deren Alkylrest etwa 1 bis 4 Kohlenstoffatome aufweist, steht, in einem System, bestehend aus OeI und einem oder mehreren geeigneten Lösungsmitteln, mischt.wherein R ^ for an alkyl group with about 1 to 18, -preferred, wise with about 1 to 6 carbon atoms, a branched one Alkyl group with about 3 to 18, preferably / 3 to 6 carbon atoms, a cyclic alkyl group, preferably having about 5 to 6 carbon atoms, an optionally substituted one Aryl group, preferably phenyl group, or a Alkyl-aryl group, preferably an alkyl-phenyl group, the alkyl radical of which has about 1 to 4 carbon atoms, stands in a system consisting of OeI and an or several suitable solvents.
Die Konzentrationen an Wirkstoff 0.0-Dimethyl-chinoxalyl-(2)-thicnophosphat in den Formulierungen der auf die erfindungsgemässe V/eise stabilisierten bioziden Mittel können 0,5- hO Gewichtsprozent, vorzugsweise 0,5 - 25 fo, betragen.The concentrations of active compound 0.0-dimethyl-quinoxalyl (2) in the formulations of -thicnophosphat / else stabilized biocidal agent according to the invention V can hO 0.5 weight percent, preferably 0.5 to 25 fo amount.
Zu den entsprechenden Formulierungen werden erfindungsgemäss 0,2 - δ Gewichtsprozent (bezogen auf die Gesamtforrnulierung), vorzugsweise 0,5 - ^ Gewichtsprozent, eines Aluminiumalkoholats der Formel.1.als.Stabilisator gegeben.According to the invention, the corresponding formulations 0.2 - δ percent by weight (based on the total formulation), preferably 0.5 - ^ percent by weight, of an aluminum alcoholate of the formula.1 given as a stabilizer.
Als bevorzugte Alkoholate seien Aluminium-isopropylat und Äluminium-sec.butylat genannt. . - - .Preferred alcoholates are aluminum isopropylate and Called aluminum sec-butylate. . - -.
Als geeignete Lösungsmittel für die Formulierung kommen beispielsvreise in Frage: aromatische Kohlenwasserstoffe oberhalb eines Siedepunkts von·1^0° und eines Flammpunkts von 25° und mit einem Aromatengehalt von > 8θ fo; vorzugsweise alkylierte Benzole, wie z.3. die entsprechenden Xylolgemische des Handeis, ferner höhersiedende Aether, wie z.B. Diisopropyläth-Gr, Tetrahydrofuran, Diäthylcarbitol und inerte Solventien-mit Aether/Estergruppen, wieExamples of suitable solvents for the formulation are: aromatic hydrocarbons above a boiling point of · 1 ^ 0 ° and a flash point of 25 ° and with an aromatic content of> 8θ fo; preferably alkylated benzenes, such as 3. the corresponding xylene mixtures of the trade, also higher-boiling ethers, such as, for example, diisopropyl ether, tetrahydrofuran, diethyl carbitol and inert solvents with ether / ester groups, such as
J- 109848/1876J- 109848/1876
- 4 - 130-3295- 4 - 130-3295
Butylcellosolveacetat, ButylcarMtolacetat usw., sowie aliphatisehe und alicyclische Ketone, wie Diisobutylketon, Octanon, Cyclohexanon, Trimethylcyclohexanon.u.a., ohne dass damit die Möglichkeiten der Formulierung eingeschränkt werden sollen.Butyl Cellosolve Acetate, Butyl CarMtol Acetate, etc., as well as aliphatic and alicyclic ketones, such as diisobutyl ketone, Octanone, cyclohexanone, trimethylcyclohexanone, etc., without limiting the possibilities of the formulation.
Als Oelbestandteile können bei der Formulierung Paraffine und Isoparaffine, vorzugsweise mit einem Siedepunkt über 150° und einem Flammpunkt von )> 45° C, verwendet werden.Paraffins can be used as oil components in the formulation and isoparaffins, preferably with a boiling point above 150 ° and a flash point of)> 45 ° C.
Ausserdem können anionenaktive oder nichtionogene Emulgatoren oder Mischungen beider Emulgatorentypen der Formulierung zugesetzt werden.In addition, anionic or nonionic emulsifiers can be used or mixtures of both types of emulsifiers in the formulation can be added.
Auf den Ausschluss von Wasser ist bei der Herstellung der lagerbeständigen Formulierungen zu achten.The exclusion of water is important in the manufacture Pay attention to the storage-stable formulations.
Die folgenden Beispiele zeigen die aussergewöhnliche Steigerung der Lagerbeständigkeit der erfindungsgemäss hergestellten bioziden Mittel. Die Temperaturangaben erfolgen in Celsiusgraden.The following examples show the extraordinary Increase in the shelf life of the biocidal agents produced according to the invention. The temperature information take place in degrees Celsius.
10984 8/1R7610984 8 / 1R76
- 5 - 130-3295- 5 - 130-3295
Eine Oelformulierung, die zur Anwendung nach dem Turbair-Sprühverfahren geeignet ist, wird wie folgt hergestellt:An oil formulation that is used according to the Turbair spray process suitable is produced as follows:
5,2 % 0.0-Dimethyl-chinoxalyl-(2)-thionophosphat werden zunächst in 34 % Xylolgemisch gelöst und anschliessend 2 % Aluminium-see.butylat und 58,8 % Shellsol ,K dazugegeben. Im geschlossenen Gefäss unter Luftabschluss wird eine homogene Mischung hergestellt. Die Stabilitätsuntersuchungen an einer derartigen Formulierung zeigen, dass die hellgelbe, klare Flüssigkeit bis -10° unverändert bleibt.5.2 % 0.0-dimethyl-quinoxalyl- (2) -thionophosphate are first dissolved in 34 % xylene mixture and then 2 % aluminum see.butylate and 58.8 % shell sol, K are added. A homogeneous mixture is produced in a closed vessel with the exclusion of air. The stability studies on such a formulation show that the light yellow, clear liquid remains unchanged down to -10 °.
Bei der Aufbewahrung in gut verschlossenen Gefässen bei 70° bleibt-nach 8 Tagen noch ein Wirkstoffgehalt von 98 % des Anfangswertes, nach 11,4 Tagen ein Gehalt von 95 % uiid nach 14 Tagen ein Gehalt von 92 % des Ausgangswertes. When stored in tightly closed vessels at 70 °, an active ingredient content of 98% of the initial value remains after 8 days, after 11.4 days a content of 95 % and after 14 days a content of 92 % of the initial value.
Sin 5$iger Abbau nach 11,4 Tagen bei 70° entspricht einem gleich grossen Abbau nach 3 «Jahren bei Raumtemperatur, wie sich aus accelerated storage tests extrapolieren lässt.A reduction of 5% after 11.4 days at 70 ° corresponds to one the same amount of degradation after 3 years at room temperature, as can be extrapolated from accelerated storage tests.
Die Lagerbestündigkeit bei 70° von Formulierungen in Abhängigkeit vom Gehalt an dem Wirkstoff O.O-Dimethylchinoxalyl-(2)--thionophosphat und mit Aluminiumalkoholat als Stabilisator in gut verschlossenen Behältern ist in der folgenden Tabelle dargestellt.The shelf life at 70 ° for formulations in Depending on the content of the active ingredient O.O-dimethylquinoxalyl (2) thionophosphate and with aluminum alcoholate as a stabilizer in well-sealed containers is in shown in the following table.
Die WLrkstofformulierungen wurden durch Lösen von 5-25 Geviichtsprozent 0.0-Dirne'chyl-chinoxalyl- (2)-thionophosphat und Zugabe von 4 Gewichtsprozent Aluminium-sec.butylatThe active ingredient formulations were made by dissolving 5-25 Weight percent 0.0-dirne'chyl-quinoxalyl- (2) -thionophosphate and addition of 4 percent by weight aluminum sec.butylate
109848/1876109848/1876
130-3295130-3295
(bezogen auf die Gesamtfcrmulierung) in handelsüblichem Xylol hergestellt.(based on the total formulation) in commercially available Xylene produced.
Absolutgehalt
der Formulierung
an Wirkstoff in
Gewichtsprozentmore original
Absolute salary
the formulation
of active ingredient in
Weight percent
von
0 2 4 6 8 10
Tagen bei 70° in Gewichtsprozent (abs.)measured active ingredient content after expiry
from
0 2 4 6 8 10
Days at 70 ° in percent by weight (abs.)
Als Kontrastversuch wurde eine Lösung von 25 Gewichtsprozent 0.0-Dimethyl-chinoxalyl-(2)-thionophosphat und 75 Gewichtsprozent handelsüblichem Xylol ohne Stabilisatorzusatz bei 70° aufbewahrt. Die anfänglich klare Lösung verfärbt sich im Lauf von 5 Tagen braun, und eine Ausflockung von schwarzem, festem Produkt setzt ein. Nach 5 Tagen bei 70° betrage der Wirkstoffgehalt absolut noch 16,4 %', nach 10 Tagen noch absolut 14,5 Gewichtsprozent.As a contrast experiment, a solution of 25 percent by weight 0.0-dimethylquinoxalyl (2) thionophosphate and 75 percent by weight commercial xylene was stored at 70 ° without the addition of stabilizers. The initially clear solution turns brown over the course of 5 days and flocculation of black, solid product begins. After 5 days at 70 ° the active ingredient content is still 16.4 % by weight in absolute terms, and 14.5% by weight in absolute terms after 10 days.
109848/1876109848/1876
Claims (4)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH643870A CH526262A (en) | 1970-04-29 | 1970-04-29 | Stabilized biocidal agent with the active ingredient O.O-Dimethylquinoxalyl- (2) -thionophosphate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2120589A1 true DE2120589A1 (en) | 1971-11-25 |
Family
ID=4309636
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712120589 Pending DE2120589A1 (en) | 1970-04-29 | 1971-04-27 | Stabilization of 0.0-dimethyl-quinoxalyl- (2) -thionophosphate |
Country Status (4)
| Country | Link |
|---|---|
| BR (1) | BR7102532D0 (en) |
| CH (1) | CH526262A (en) |
| DE (1) | DE2120589A1 (en) |
| FR (1) | FR2086459A1 (en) |
-
1970
- 1970-04-29 CH CH643870A patent/CH526262A/en unknown
-
1971
- 1971-04-27 DE DE19712120589 patent/DE2120589A1/en active Pending
- 1971-04-28 BR BR253271A patent/BR7102532D0/en unknown
- 1971-04-28 FR FR7115256A patent/FR2086459A1/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| CH526262A (en) | 1972-08-15 |
| FR2086459A1 (en) | 1971-12-31 |
| BR7102532D0 (en) | 1973-04-10 |
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