DE869137C - Pest control - Google Patents
Pest controlInfo
- Publication number
- DE869137C DE869137C DEF3322D DEF0003322D DE869137C DE 869137 C DE869137 C DE 869137C DE F3322 D DEF3322 D DE F3322D DE F0003322 D DEF0003322 D DE F0003322D DE 869137 C DE869137 C DE 869137C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- pest control
- amides
- pests
- goods
- 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 claims description 7
- 150000001408 amides Chemical class 0.000 claims description 5
- -1 aliphatic sulfonic acids Chemical class 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 241001465754 Metazoa Species 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- 241001674048 Phthiraptera Species 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- VYOCAQNWUMDGNH-UHFFFAOYSA-N (4-chlorophenyl)methanesulfonic acid Chemical compound OS(=O)(=O)CC1=CC=C(Cl)C=C1 VYOCAQNWUMDGNH-UHFFFAOYSA-N 0.000 description 1
- BANPEPOXOVGUTJ-UHFFFAOYSA-N 1-chloro-N-(3,4-dichlorophenyl)methanesulfonamide Chemical compound ClCS(=O)(=O)NC1=CC=C(Cl)C(Cl)=C1 BANPEPOXOVGUTJ-UHFFFAOYSA-N 0.000 description 1
- QJARBNAXWFCCKX-UHFFFAOYSA-N 2,3-dichlorobenzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC(Cl)=C1Cl QJARBNAXWFCCKX-UHFFFAOYSA-N 0.000 description 1
- VKPPFDPXZWFDFA-UHFFFAOYSA-N 2-chloroethanamine Chemical compound NCCCl VKPPFDPXZWFDFA-UHFFFAOYSA-N 0.000 description 1
- SDYWXFYBZPNOFX-UHFFFAOYSA-N 3,4-dichloroaniline Chemical compound NC1=CC=C(Cl)C(Cl)=C1 SDYWXFYBZPNOFX-UHFFFAOYSA-N 0.000 description 1
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 description 1
- 206010004194 Bed bug infestation Diseases 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 241001414835 Cimicidae Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241001124553 Lepismatidae Species 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- MSZJEPVVQWJCIF-UHFFFAOYSA-N butylazanide Chemical compound CCCC[NH-] MSZJEPVVQWJCIF-UHFFFAOYSA-N 0.000 description 1
- 125000005521 carbonamide group Chemical group 0.000 description 1
- HMPHJJBZKIZRHG-UHFFFAOYSA-N chloromethanesulfonic acid Chemical compound OS(=O)(=O)CCl HMPHJJBZKIZRHG-UHFFFAOYSA-N 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-N ethanesulfonic acid Chemical compound CCS(O)(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- WPQSESLBDJWWHA-UHFFFAOYSA-N n,n-dichloro-1-phenylmethanamine Chemical compound ClN(Cl)CC1=CC=CC=C1 WPQSESLBDJWWHA-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/04—Sulfonic acids; Derivatives thereof
- A01N41/06—Sulfonic acid amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- 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
Schädlingsbekämpfung Es ist bekannt, daß Amide aromatischer Sulfonsäure, die im Amidrest noch substituiert sein können, wie z. B. durch Alkyl- oder Acylreste, in der Schädlingsbekämpfung verwendet werden und unter anderem auch zur Verhütung von Mottenfraß dienen können.Pest control It is known that amides of aromatic sulfonic acid, which can still be substituted in the amide radical, such as. B. by alkyl or acyl radicals, be used in pest control and, among other things, also for prevention can serve from moth damage.
Es wurde nun gefunden, daß sich die Amide von aliphatischen Sulfonsäuren und ihre Derivate und Substitutionsprodukte, besonders solche, die im Alkylrest halogensubstituiert sind, infolge ihrer hohen Wirksamkeit besonders vorteilhaft in diesem Sinn verwenden lassen.It has now been found that the amides of aliphatic sulfonic acids and their derivatives and substitution products, especially those in the alkyl radical are halogen-substituted, particularly advantageous due to their high effectiveness let us use it in this sense.
Die Anwendung dieser Schutzstoffe kann in verschiedenster Weise erfolgen, z. B. in Pulverform beim Läutern von Pelzen und Fellen, im Puderverschnitt zur Abwehr oder Abtötung von Schädlingen, wie Kleiderläusen oder Wanzen, in Form von Emulsionen oder Dispersionen aus wäßriger Flotte zum Imprägnieren in der Textilindustrie oder aus organischen Lösungsmitteln nach Art der Chemischwäsche. Bei der ausgezeichneten Wirkung dieser Art Sulfonamide gegen Schädlinge der tierischen Faser ist ihre Verwendung als Mottenschutzmittel für sich oder in Mischung mit bereits bekannten Schutzstoffen besonders wertvoll. Die erfindungsgemäß zu verwendenden Verbindungen lassen sich leicht nach bekannten Verfahren herstellen. Als Beispiele für die erfindungsgemäß zu verwendenden Verbindungen seien genannt: die Amide der Methansulfonsäure, Äthansulfonsäure, Chlormethansulfonsäure, a-Chloräthansulfonsäure, ß-Chloräthansulfonsäure, ß-Trichloräthansulfonsäure, z, 3-Propandisulfonsäüre, p-Chlorphenylmethansulfönsäure. Der Amidrest kann sich ableiten vom Ammoniak und aliphatischen, aromatischen, araliphatischen und heterocyclischen Basen oder auch Amiden, .die am -Stickstoff noch ersetzbaren Wasserstoff enthalten. Beispielsweise seienneben Ammoniak genannt: Butylamin, .Dibutyl-. amin, ß-Chloräthylamin, Dodecylamin, Äthylenkmin, p-Chloranilin, 3, 4-Dichloranilin, p-Chlorphenyl-aminoäthyläther, Dichlorbenzylamin, Pyrrolidin, Dichlorbenzolsulfonsäureämidbzw. -methylamid oder die entsprechenden Carbonamide u. a. Beispiel r Behandelt man tierische Faser enthaltende Ware in einer Lösung von Chlormethansulfonsäure-3; 4-dichlorbenzylamid in Trichloräthylen so, daß die Ware nach Entfernung des Lösemittels o,5 % des Schutzstoffes enthält, so ist sie in ausgezeichneter Weise gegen Schädigung durch Mottenfraß geschützt.These protective substances can be used in a wide variety of ways, z. B. in powder form when lautering furs and pelts, in powder cut for defense or killing pests, such as clothes lice or bed bugs, in the form of emulsions or dispersions from aqueous liquor for impregnation in the textile industry or from organic solvents in the chemical wash type. With the excellent The effect of this type of sulfonamide against pests of animal fiber is its use as a moth repellent on its own or in a mixture with already known protective substances particularly valuable. The compounds to be used according to the invention can be easily prepared by known methods. As examples of the invention to The following compounds may be mentioned: the amides of methanesulfonic acid, Ethanesulphonic acid, chloromethanesulphonic acid, a-chloroethanesulphonic acid, ß-chloroethanesulphonic acid, ß-trichloroethanesulphonic acid, z, 3-propanedisulphonic acid, p-chlorophenylmethanesulphonic acid. The amide radical can be derived from ammonia and aliphatic, aromatic, araliphatic and heterocyclic bases or amides, .die am -Stickstoff still replaceable Contain hydrogen. Examples include ammonia: butylamine, .dibutyl-. amine, ß-chloroethylamine, dodecylamine, Äthylenkmin, p-chloroaniline, 3, 4-dichloroaniline, p-chlorophenyl-aminoethyl ether, dichlorobenzylamine, pyrrolidine, dichlorobenzenesulfonic acid amide or. methylamide or the corresponding carbonamides, inter alia. Example r Treating animal Fiber-containing goods in a solution of chloromethanesulfonic acid-3; 4-dichlorobenzylamide in trichlorethylene so that the goods after removal of the solvent 0.5% of the protective substance contains, it is extremely well protected against damage by moth damage.
Beispiel 2 Textilgut wird durch Behandeln mit einer Chlormethansulfonsäure-3, 4-dichloranilid in emulgierter Form enthaltenden Lösung so behandelt, daß die Ware etwa o,5 % Wirkstoff nach dem Trocknen enthält. Das Textilgut ist dann gegen Schädigung durch Silberfischchen geschützt.Example 2 Textiles are treated with a chloromethanesulfonic acid-3, 4-dichloroanilide in emulsified form containing solution treated so that the goods contains about 0.5% active ingredient after drying. The textile material is then against damage protected by silverfish.
Beispiel 3 Bestreut man Kleidungsstücke mit einem 3 o/o-Chlormethansulfonsäurebutylamid enthaltenden Puder, so gehen etwa vorhandene Kleiderläuse in kurzer Zeit restlos ein.Example 3 Garments are sprinkled with a 3-o / o-chloromethanesulfonic acid butylamide containing powder, any existing clothing lice will go away completely in a short time a.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF3322D DE869137C (en) | 1944-07-22 | 1944-07-22 | Pest control |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF3322D DE869137C (en) | 1944-07-22 | 1944-07-22 | Pest control |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE869137C true DE869137C (en) | 1953-03-02 |
Family
ID=7083769
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF3322D Expired DE869137C (en) | 1944-07-22 | 1944-07-22 | Pest control |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE869137C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2085586A1 (en) * | 1970-02-03 | 1971-12-24 | Kumiai Chemical Industry Co | Chloromethane sulphonamide miticidal - compns |
-
1944
- 1944-07-22 DE DEF3322D patent/DE869137C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2085586A1 (en) * | 1970-02-03 | 1971-12-24 | Kumiai Chemical Industry Co | Chloromethane sulphonamide miticidal - compns |
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