DE1059707B - Insect repellants - Google Patents
Insect repellantsInfo
- Publication number
- DE1059707B DE1059707B DEM36017A DEM0036017A DE1059707B DE 1059707 B DE1059707 B DE 1059707B DE M36017 A DEM36017 A DE M36017A DE M0036017 A DEM0036017 A DE M0036017A DE 1059707 B DE1059707 B DE 1059707B
- Authority
- DE
- Germany
- Prior art keywords
- weight
- caprylic acid
- parts
- insect
- content
- 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
- 239000000077 insect repellent Substances 0.000 title claims description 12
- 230000000694 effects Effects 0.000 claims description 16
- 238000002360 preparation method Methods 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- VHRUBWHAOUIMDW-UHFFFAOYSA-N n,n-dimethyloctanamide Chemical compound CCCCCCCC(=O)N(C)C VHRUBWHAOUIMDW-UHFFFAOYSA-N 0.000 claims description 4
- 239000002537 cosmetic Substances 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- NUZLFHKAOQSBJG-UHFFFAOYSA-N n-ethyloctanamide Chemical compound CCCCCCCC(=O)NCC NUZLFHKAOQSBJG-UHFFFAOYSA-N 0.000 claims description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 12
- 239000005871 repellent Substances 0.000 description 12
- 230000002940 repellent Effects 0.000 description 12
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 5
- 241000255925 Diptera Species 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229960002446 octanoic acid Drugs 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- -1 acyl acetic acids Chemical class 0.000 description 4
- LTHCSWBWNVGEFE-UHFFFAOYSA-N octanamide Chemical class CCCCCCCC(N)=O LTHCSWBWNVGEFE-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 239000004922 lacquer Substances 0.000 description 3
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
- 235000010981 methylcellulose Nutrition 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
- 241000238662 Blatta orientalis Species 0.000 description 1
- 241001674044 Blattodea Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 241000257229 Musca <genus> Species 0.000 description 1
- MMOXZBCLCQITDF-UHFFFAOYSA-N N,N-diethyl-m-toluamide Chemical compound CCN(CC)C(=O)C1=CC=CC(C)=C1 MMOXZBCLCQITDF-UHFFFAOYSA-N 0.000 description 1
- 208000002193 Pain Diseases 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- HOWJQLVNDUGZBI-UHFFFAOYSA-N butane;propane Chemical compound CCC.CCCC HOWJQLVNDUGZBI-UHFFFAOYSA-N 0.000 description 1
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 1
- QKIUAMUSENSFQQ-UHFFFAOYSA-N dimethylazanide Chemical compound C[N-]C QKIUAMUSENSFQQ-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- DQUAPSISBYVXIO-UHFFFAOYSA-N ethylazanium;octanoate Chemical compound CC[NH3+].CCCCCCCC([O-])=O DQUAPSISBYVXIO-UHFFFAOYSA-N 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 229940040102 levulinic acid Drugs 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- FHJRFIYKPIXQNQ-UHFFFAOYSA-N n,n-diethyloctanamide Chemical compound CCCCCCCC(=O)N(CC)CC FHJRFIYKPIXQNQ-UHFFFAOYSA-N 0.000 description 1
- FXLQSZINLICFFU-UHFFFAOYSA-N n,n-diphenyloctanamide Chemical compound C=1C=CC=CC=1N(C(=O)CCCCCCC)C1=CC=CC=C1 FXLQSZINLICFFU-UHFFFAOYSA-N 0.000 description 1
- REEZZSHJLXOIHL-UHFFFAOYSA-N octanoyl chloride Chemical compound CCCCCCCC(Cl)=O REEZZSHJLXOIHL-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/02—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings containing insect repellants
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Insektenabwehrmittel Die Hauptpatentanmeldung M 35262 IV a / 45 1 lyetrifft ein Insektenabwehrmittel bzw. eine Zubereitun#g für kosmetische oder technische Zwecke mit insektenabwehrender Wirkung, gekennzeichnet durch einen Gehalt an Caprylsiiurediäiühylamid.Insect repellents The main patent application 35262 IV M a / 45 1 lyetrifft an insect repellent or a PREPARATIO # g for cosmetic or technical purposes with an insect-repellent effect, characterized by a content of Caprylsiiurediäiühylamid.
Erfahrungsgemäß ist die Wirkung bei Repellents oder Schädlingsvernichtungsmittelin sehr konstitutionsspezifisch, so daß in den meisten Fällen geringfügigste Strukturänderungen genügen, um die Wirkung der betreffenden Verbindung völlig zum Erliegen zu bringen oder zumindest stark herabzusetzen.Experience has shown that the effect of repellents or pest killers is in very constitution-specific, so that in most cases the slightest structural changes suffice to bring the effect of the compound in question to a complete standstill or at least greatly reduce it.
Um so überraschender war die Feststellung, daß außer dem Caprylsä!urediäthylamid noch weitere Capry1säureamide eine sehr gute Repellentwirkung besitzen.It was all the more surprising to find that, in addition to caprylic acid diethylamide other capryic acid amides have a very good repellent effect.
Die Erfindung besteht aus einem Insektenabwehrmittel bzw. einer Zubereitung für kosmetische oder technische Zwecke mit insektenabwehrender Wirkung, gekennzeichnet durch einen Gehalt an ein. oder meh-reren Caprylsäureamiden der allgemeinen Formel worin Ri und R, niedere Alkyfreste mit zusammen 2 bis 6 C-Atomen bedeuten, mit der Maßgabe, daß nicht beide Reste gleichzeitig Äthyl bedeuten und R, auch Wasserstoff sein kann.The invention consists of an insect repellent or a preparation for cosmetic or technical purposes with an insect repellent effect, characterized by a content of one. or several caprylic acid amides of the general formula where Ri and R, mean lower alkyl radicals with a total of 2 to 6 carbon atoms, with the proviso that not both radicals mean ethyl at the same time and R, can also be hydrogen.
Säureamide mit insektenabweisender Wirkung sind bekannt, z. R. die Amide der Acylessigsäuren, der Crotonsäure, Undecylensäure, Lävulin,säure, Buttersäure und Propionsäure. Als bestwirksameVerbindungen werden zur Zeit m-Toluylsäure-diäthylamid und Bernsteinsäure-di-#n#-butylester angesehen (vgl. The Chemist and Druggist, Bd. 169, S. 582 [1958]; Journial of the Agricul,tural and Food Chemistry, 5, S. 665 [1957]; US Department of Agritülture, Agricultural Research Service, April 1958, S. 1). Acid amides with an insect repellent effect are known, e.g. The amides of acyl acetic acids, crotonic acid, undecylenic acid, levulinic acid, butyric acid and propionic acid. At present, m-toluic acid diethylamide and succinic acid di- # n # -butyl ester are considered to be the most effective compounds (cf. The Chemist and Druggist, Vol. 169, p. 582 [1958]; Journial of the Agricultural, Tural and Food Chemistry, 5, p. 665 [1957]; US Department of Agriculture, Agricultural Research Service, April 1958, p. 1).
Die Caprylsäureamide nach der Erfindung sind hinsichtlich ihrer Repellentwirkung den genannten optimal wirksamen Repellents überlegen.The caprylic acid amides according to the invention are in terms of their repellent effect superior to the aforementioned optimally effective repellents.
Von den beanspruchten Verbindungen besitzt Caprylsäuredimcühylamid, eine besonders gute Repelltntwirkung. Die zur Abschreckung von 801/o der eingesetzten Fliegen notwendige Dosis beträgt etwa ein Drittel der bei Verwendung vom m-Toluylsäurtdiäthylamid notwendigen Dosis, Auch gegenüber Bernst,einsäure-d-i-n-butylester besitzt Capryl-säuredim,et,hylami-d Vorteile, da es auch gegen stechende Insekten abwehrend wirkt. Gute Ergebnisse konnten auch mit Caprylsäuremonoät-hylamid und Caprylsäurediisopropylamid erzielt werden. Caprylsäuredimethylamid zeigt außerdem noch eine sehr gute Repellentwirkung gegen Schaben der Art Blatta orientalis Dagegen zeigten Caprylsäure-diphenylamid, Caprylsäure-di-n-btitylamid, Caprytsätireamid, CaprylSäUTemonophenylami,d, Caprylsäure-di-m-toluylamid und Caprylsäure-di-(ß-methylmercapto-äüliyl)-amid keine bzw. nur eine sehr geringe Repellentwirkung. Caprylsäure-di-a-pyri.dylamid zeigt eine brauchbare Repellenftwirkung, jedoch kommt diese Verbindung aus anderen Gründen für eine praktische Verwertung nicht in Frage.Of the claimed compounds, Caprylsäuredimcühylamid has, a particularly good repellant effect. Those used to deter 801 / o of those used The dose required for flies is about a third of that when using m-Toluylsäurtdiäthylamid necessary dose, also compared to Bernst, one acid-d-i-n-butyl ester possesses caprylic acid dim, et, hylami-d Advantages as it also has a repellent effect against stinging insects. Good results could can also be achieved with Caprylsäuremonoät-hylamid and Caprylsäurediisopropylamid. Caprylic acid dimethylamide also shows a very good repellent effect against Cockroaches of the species Blatta orientalis, on the other hand, showed caprylic acid diphenylamide, caprylic acid di-n-btitylamide, Caprylic acid amide, caprylic acid monophenylami, d, caprylic acid-di-m-toluylamide and caprylic acid-di- (ß-methylmercapto-eüliyl) -amide no or only a very low repellent effect. Caprylic acid-di-a-pyri.dylamide shows a useful repellant effect, but this connection comes from others Reasons for a practical recovery out of the question.
Die Repellentwirkung an Fliegen wurde an, Musca dIomestlica, getestet und dabei die folgende Versuchsanordnung benutzt: Das jeweitige Präparat wurde in verschiedenen Konzentrationen auf Filterscheiben aufgebracht und ein Insektizid zugegeben. Durch Anfeuchten mit Wasser wird eine Lockwirkung auf die eingesetzten Fliiegen ausgeübt. Die angeflogenen und mit dem Iri#sekti7iid in Berührung gekommenen und dadurch abgetöteten Fliegen werden ausgezählt. Aus der Differenz zwischen der Anzahl der eingesetzten und der abgetöteten Fliegen resultieren die durch eine Repellentwirkung abgeschreckten Fliegen. Zur Auswert-ung und zum Vergleich wird diejenige Dosis des Präparates festgestellt, bei der ein bestimmter Prozentteil aller Fliegen vom Filter abgehalten wird. Diese Dosis wird mit der eines Stand-ardpräparates verglichen.The repellent effect on flies was tested on Musca dIomestlica and the following experimental set-up was used: The respective preparation was in applied in various concentrations to filter discs and an insecticide admitted. Moistening with water creates a lure effect on the used Flying practiced. Those approached and those who came into contact with the Iri # sekti7iid and thereby killed flies are counted. From the difference between the The number of flies used and those killed results from a repellent effect deterred flies. The dose of the Preparation found in which a certain percentage of all flies from the filter is held. This dose is compared with that of a standard preparation.
Die Verbindungen nach der Erfindung können in allen für Repellents üblichen Anwendungsformen eingesetzt werden. Zum Beispiel kann man Sprays, L5sungen, Emulsionen, Sallyen, Lacke, Anstrichfarben, Pasten u. dgl. herstellen. Die Känzentration des Wirkstoffs kann im allgemeinen bis- zu etwa 95 Gewichtsprozent des eingesetzten Präparates betragen.The compounds according to the invention can be used in all application forms customary for repellents. For example, sprays, solutions, emulsions, Sallyen, lacquers, paints, pastes and the like can be produced. The concentration of the active ingredient can generally be up to about 95 percent by weight of the preparation used.
Die Caprylsäureamide nach der Erfindung, von denen Caprylsäure-monoäthylamid und Caprylsäurediisopropylamid bisher in der Literatur nicht beschrieben sind, können auf üblichem Wege, z. B. durch Kondensation-von Capryl,säurechlorid mit einem entsprechenden Amin, hergestellt werden.The caprylic acid amides according to the invention, of which caprylic acid monoäthylamid and Caprylsäurediisopropylamid are not previously described in the literature, can in the usual way, for. B. by condensation of caprylic acid chloride with a corresponding amine.
Beispiel 1 lOOg Caprvlsäure-dimethylamid werden mit lOOg Isopropanol vermischt. Die entstehende Lösung ist zum Versprühen als Repellent geeignet.Example 1 100 g of dimethyl amide are mixed with 100 g of isopropanol. The resulting solution is suitable for spraying as a repellent.
el Beispiel 2 Repellentsalbe der folgenden Zusammensetzung: 50 Gewichtsprozent Capry1säure-monoäthylamid, 40 Gewichtspozent einer 31/aigen wäßrigen Lösung von Methylcellulose, 10 Gewichtsprozent eines oberflächenaktiven Alkylearbon,säurepolyäthylenglykolesters. Beispiel 3 10,0 Gewichtsteile Caprylsäure-diisopropylami,d, 0,5 Gewichtsteile Collodiumwolle, hochviskos, esterlöslich, spritfeucht, und 0,5 Gewichtste-ile Duftstoff werden vermischt und mit 89,0 Gewichtsteilen Methylenehlorid verdünnt. Diese Lösung wird mit 50 Gewichtsteilen Difluordichlormethan, 25 Gewichtsteilen Monofluortrichlormethan und 25 Gewichtsteilen techn. Propan-Butan-Gemisch in eine Flüssiggas-Aerosol-Sprü#hdose gefüllt und auf die zu schützenden StelIen versprüht.Example 2 Repellent ointment with the following composition: 50 percent by weight of caprylic acid monoethylamide, 40 percent by weight of a 31% aqueous solution of methyl cellulose, 10 percent by weight of a surface-active alkyl carbon, acid polyethylene glycol ester. Example 3 10.0 parts by weight of caprylic acid diisopropylami, 0.5 parts by weight of collodion wool, highly viscous, ester-soluble, spray-moist, and 0.5 parts by weight of fragrance are mixed and diluted with 89.0 parts by weight of methylene chloride. This solution is with 50 parts by weight of difluorodichloromethane, 25 parts by weight of monofluorotrichloromethane and 25 parts by weight of technical. Propane-butane mixture is filled into a liquid gas aerosol spray can and sprayed onto the areas to be protected.
Beispiel 4 35 Gewichtsteile Alkylph-enalformalidehydharz, 12 Gewichtsteile Leinölstandöl, 12 Gewichtsteile Holzstandöl werden, gegebenenfalls zusammen mit etwas Lacklienzin, in der Wärme homogen vermischt. Dann werden 1,2 Gewichtsteile Siccativ und 11 Gewichtsteile Caprylsäuredimethylamid eingemischt und. das Ganze mit Lackbenzin auf eine streichfähige Konsistenz eingestellt, wobei das fertige Anstrichmittel z. B. 28,8 Teile Lackbenzin enthalten kann. Dieser Klarlack wird auf die betreffenden Flächen, insbesondere Holzflächen, gestrichen. Beispiel 5 Ineine Mischung aus 20 Gewichtsteilen Polyvinylacetatdispersion (5011/üig), weichmacherfrei, 6 Gewichtsteilen Polyvinylacetatdispersio#n, weichmacherh#altigi und 2 Gewidhsteil:en Wasser wird eine Mischung aus 4 Gewichtsteilen Capry1säure-dimethylamid und 2 Gewichtsteilen Äthanol eingerührt. Dann wird eine Paste aus 35 Gewichtsteilen Kreide, 5 Gewichtsteilen Titandioxyd, 14 Gewichtsteilen Wasser und 2 Gewichtsteilen 40/eiger wäßriger Methylcellnloselö,sung eingearbeitet und. mit 6 Teilen Wasser weiterverdünnt. In diese Mischung werden 4 Gewichtsteile Caprylsäurc-monoäthylami#d eingerührt. Dieses Anstrichmittel kann bei Bedarf noch mit wenig Wasser weiterverdünnt werden. Es trocknet matt und wischfest auf.EXAMPLE 4 35 parts by weight of alkylphenalformalidehyde resin, 12 parts by weight of linseed oil stand oil, 12 parts by weight wood stand oil, optionally together with a little lacquer lienzin, are mixed homogeneously with heat. Then 1.2 parts by weight of siccative and 11 parts by weight of caprylic acid dimethylamide are mixed in and. the whole set with white spirit to a spreadable consistency, the finished paint z. B. may contain 28.8 parts of mineral spirits. This clear lacquer is painted on the surfaces in question, especially wooden surfaces. EXAMPLE 5 A mixture of 4 parts by weight of caprylic acid dimethylamide and 2 parts by weight of ethanol is stirred into a mixture of 20 parts by weight of polyvinyl acetate dispersion (5011 / üig), free of plasticizer, 6 parts by weight of polyvinyl acetate dispersion, plasticizer housing and 2 parts by weight of water. Then a paste of 35 parts by weight of chalk, 5 parts by weight of titanium dioxide, 14 parts by weight of water and 2 parts by weight of 40% aqueous methylcellulose solution is incorporated and. further diluted with 6 parts of water. 4 parts by weight of caprylic acid monoethylamine are stirred into this mixture. If necessary, this coating material can be further thinned with a little water. It dries up matt and smudge-proof.
Claims (2)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEM36017A DE1059707B (en) | 1957-11-28 | 1957-11-28 | Insect repellants |
| CH6118058A CH375558A (en) | 1957-09-07 | 1958-06-28 | Insect repellants |
| GB2654358A GB899289A (en) | 1957-09-07 | 1958-08-18 | New insect repellent compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEM36017A DE1059707B (en) | 1957-11-28 | 1957-11-28 | Insect repellants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1059707B true DE1059707B (en) | 1959-06-18 |
Family
ID=7302444
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEM36017A Pending DE1059707B (en) | 1957-09-07 | 1957-11-28 | Insect repellants |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1059707B (en) |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2166119A (en) * | 1936-10-03 | 1939-07-18 | Du Pont | Insecticide |
| CH268784A (en) * | 1948-04-09 | 1950-06-15 | Ag J R Geigy | Process for the preparation of a chlorobenzoic acid amide. |
| CH268783A (en) * | 1948-04-09 | 1950-06-15 | Ag J R Geigy | Process for the preparation of a chlorobenzoic acid amide. |
| US2581842A (en) * | 1949-01-11 | 1952-01-08 | Nathan L Drake | Insect repellent |
| US2587957A (en) * | 1945-08-10 | 1952-03-04 | Sinclair Refining Co | Insect repellents containing a chlorobutyroamide |
| DE933804C (en) * | 1946-06-28 | 1955-10-06 | Geigy Ag J R | Process for the production of fungicides and insect repellants of the crotonic acid amide series |
| DE954597C (en) * | 1946-06-28 | 1956-12-20 | Geigy Ag J R | Process for the production of fungicides and insect repellants of the ª ‰ -Methylcrotonic acid amide series |
| DE954596C (en) * | 1946-06-28 | 1956-12-20 | Geigy Ag J R | Process for the production of fungicides and insect repellants of the crotonic acid amide and ª ‰ -Methylcrotonic acid amide series |
| DE957781C (en) * | 1951-03-30 | 1957-02-07 | Cilag Ag | Insect repellants |
-
1957
- 1957-11-28 DE DEM36017A patent/DE1059707B/en active Pending
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2166119A (en) * | 1936-10-03 | 1939-07-18 | Du Pont | Insecticide |
| US2587957A (en) * | 1945-08-10 | 1952-03-04 | Sinclair Refining Co | Insect repellents containing a chlorobutyroamide |
| DE933804C (en) * | 1946-06-28 | 1955-10-06 | Geigy Ag J R | Process for the production of fungicides and insect repellants of the crotonic acid amide series |
| DE954597C (en) * | 1946-06-28 | 1956-12-20 | Geigy Ag J R | Process for the production of fungicides and insect repellants of the ª ‰ -Methylcrotonic acid amide series |
| DE954596C (en) * | 1946-06-28 | 1956-12-20 | Geigy Ag J R | Process for the production of fungicides and insect repellants of the crotonic acid amide and ª ‰ -Methylcrotonic acid amide series |
| CH268784A (en) * | 1948-04-09 | 1950-06-15 | Ag J R Geigy | Process for the preparation of a chlorobenzoic acid amide. |
| CH268783A (en) * | 1948-04-09 | 1950-06-15 | Ag J R Geigy | Process for the preparation of a chlorobenzoic acid amide. |
| US2581842A (en) * | 1949-01-11 | 1952-01-08 | Nathan L Drake | Insect repellent |
| DE957781C (en) * | 1951-03-30 | 1957-02-07 | Cilag Ag | Insect repellants |
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