DE850677C - Pest repellants - Google Patents

Pest repellants

Info

Publication number
DE850677C
DE850677C DEL57A DEL0000057A DE850677C DE 850677 C DE850677 C DE 850677C DE L57 A DEL57 A DE L57A DE L0000057 A DEL0000057 A DE L0000057A DE 850677 C DE850677 C DE 850677C
Authority
DE
Germany
Prior art keywords
following
killed
aphids
pest repellants
aqueous solution
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
Application number
DEL57A
Other languages
German (de)
Inventor
Gerhard Dr Schrader
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to NL77215D priority Critical patent/NL77215C/xx
Priority to IT479217D priority patent/IT479217A/it
Priority to BE498167D priority patent/BE498167A/xx
Priority to FR998052D priority patent/FR998052A/en
Application filed by Bayer AG filed Critical Bayer AG
Priority to DEL57A priority patent/DE850677C/en
Priority to CH291994D priority patent/CH291994A/en
Priority to AT172721D priority patent/AT172721B/en
Priority to SE824550A priority patent/SE140355A/xx
Application granted granted Critical
Publication of DE850677C publication Critical patent/DE850677C/en
Expired legal-status Critical Current

Links

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
    • 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 System
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
    • C07F9/165—Esters of thiophosphoric acids
    • C07F9/1651—Esters of thiophosphoric acids with hydroxyalkyl compounds with further substituents on alkyl

Description

Es wurde gefunden, daß neutrale aliphatische Ester der Thionophosphorsäure und der Thiolphosphorsäure, die in einer Estergruppe durch einen aliphatischen oder aromatischen Merkaptanrest substituiert sind, sich hervorragend zur Bekämpfung von Insekten eignen. It has been found that neutral aliphatic esters of thionophosphoric acid and thiolphosphoric acid, those in an ester group through an aliphatic or aromatic mercaptan residue are substituted, are ideal for combating insects.

Als Ester der Thionophosphorsäure kommt folgender Verbindungstyp in Frage:The following type of compound can be used as an ester of thionophosphoric acid:

R1OR 1 O

R2O'R 2 O '

P--O. (CH2).,-S — R3 P - O. (CH 2 )., - S - R 3

Die Ester der Thiolphosphorsäure sind durch folgende allgemeine Formel gekennzeichnet:The thiol phosphoric acid esters are characterized by the following general formula:

R1O ..SR 1 O ..S

/P — S- (CH2)2-S-R3.
R2O/ P - S- (CH 2 ) 2 -SR 3 .
R 2 O

R1 und R2 stehen für beliebige Alkylreste, R3 kann ao für einen beliebigen, gegebenenfalls substituierten Alkyl- oder Arylrest stehen.R 1 and R 2 stand for any alkyl radicals, R 3 can stand for any optionally substituted alkyl or aryl radical.

Die genannten Thionophosphorsäureester sind nach an sich bekanntem Verfahren durch Umsetzung der Dialkoxythiophosphorsäurechloride mit Verbindungen der Formel HO(CH2)2-S-R3 erhältlich.The thionophosphoric esters mentioned can be obtained by processes known per se by reacting the dialkoxythiophosphoric acid chlorides with compounds of the formula HO (CH 2 ) 2 -SR 3 .

Die Thiophosphorsäureester sind ertiältlich durch Einwirkung-der AlkylrhodanidieR3· S · (CH2)ä· S CN auf die Alkalisalze der Dialkylphosphite.The thiophosphoric are ertiältlich by the action-of AlkylrhodanidieR 3 · S · (CH 2) ä · S CN to the alkali metal salts of dialkyl phosphites.

Folgende Beispiele erläutern das Wesen der Erfindung :The following examples explain the essence of the invention:

BeispieleExamples

i. Eine wäßrige Lösung, die 0,005% folgenderi. An aqueous solution containing 0.005% of the following

Verbindunglink

CH3OCH 3 O

CH3OCH 3 O

0 . CH2 - CH2. S · CH3 (Kp21150)0. CH 2 - CH 2 . S · CH 3 (bp 2 115 0 )

enthält, wird auf junge Apfelbäume gespritzt, die von Blattläusen befallen sind. Bereits nach einigen Stunden ist ein Teil deir Blattläuse abgetötet. Nachcontains, is sprayed on young apple trees that have been attacked by aphids. Already after a few Hours a part of the aphids is killed. To

6 bis 7 Stunden sind die Bäume völlig frei von Blattläusen. The trees are completely aphid free for 6 to 7 hours.

2. Talkum wird mit folgendem Wirkstoff2. Talc is made with the following active ingredient

C2 H5 O \ #S C 2 H 5 O \ #S

C2H6O/C 2 H 6 O /

so vermählen, daß eine 2°/oige Mischung entsteht. Dieser Talkumstaub wird in dünner Schicht auf ίο Petrischalen verteilt. Die Petrischalen werden mit Stubenfliegen gefüllt, verschlossen und geschüttelt. Bereits nach i8 bis 21 Minuten sind alle Fliegen abgetötet.grind so that a 2% mixture is obtained. This talc dust is deposited in a thin layer ίο Petri dishes distributed. The Petri dishes are filled with house flies, sealed and shaken. All flies are killed after just 18 to 21 minutes.

C2H5Ov /XS C 2 H 5 Ov / X S

3. Ein nach Beispiel 2 hergestellter Talkumstaub, der 5 °/o folgenden Stoffes enthält3. A talc dust produced according to Example 2, which contains 5% of the following substance

7
P-O-CH2-CH2-S-C2H5(Kp1I3^) 7th
PO-CH 2 -CH 2 -SC 2 H 5 (bp 1 I 3 ^)

C2H5OC 2 H 5 O

wird auf Kartoffelpflanzen gestäubt, die von Kartoffelkäfern und Kartoffelkäferlarven befallen sind. Bereits nach 8 bis 10 Stunden sind die Käfer und Larven ioo°/oig abgetötet.is dusted on potato plants infested by Colorado potato beetles and potato beetle larvae. The beetles and larvae are 100% killed after just 8 to 10 hours.

4. Eine wäßrige Lösung, die 0,05% folgender Verbindung enthält4. An aqueous solution containing 0.05% of the following compound

C2H6OC 2 H 6 O

,0 · CH2 - CH2 - 0 · CH2 · CH2 · S - C2H5 (Kp25168°), 0 · CH 2 - CH 2 - 0 · CH 2 · CH 2 · S - C 2 H 5 (bp 25 168 °)

wird auf Cinnerarien gespritzt, die von Blattläusen befallen sind. Nach einigen Stunden sind die Blattlause zu ioo% abgetötet.is sprayed on Cinnerariums that are infested with aphids. After a few hours the aphids will be ioo% killed.

Ähnliche Wirkungen werden mit folgenden Verbindungen erzielt:Similar effects are achieved with the following compounds:

C2H5OC 2 H 5 O

C2H5O' C2H6O-C 2 H 5 O 'C 2 H 6 O-

C2H5O
C2H5OC 2 H 5 O
C 2 H 5 O

C2H6O'C 2 H 6 O '

0 · CH2 - CH2 0 • CH 2 - CH 2

s—< >-CH3 (Kp11850) s— < > -CH 3 (Kp 1 185 0 )

0-CH2-CH2 0-CH 2 -CH 2

5. Pnrsichbaumchen, die von der Pfirsichblattlaus befallen sind, werden mit einer wäßrigen Lösung bespritzt, die 0,005% folgender Substanz enthält:5. Pearly trees made by the peach aphid are infected, are sprayed with an aqueous solution containing 0.005% of the following substance contains:

C2 H5 0C 2 H 5 O

C2H6O-C 2 H 6 O-

Nach einigen Stunden sind die Blattläuse restlos abgetötet.After a few hours, the aphids are completely killed.

Diese wäßrige Lösung kann auch in Gegenwart von alkalisch reagierenden Mitteln zur gleichzeitigen Bekämpfung von Pilzen zur Anwendung gelangen.This aqueous solution can also be used in the presence of alkaline agents at the same time Fighting fungi are used.

' S. (nicht destillierbar)'S. (not distillable)

6. Talkum wird mit folgendem Stoff6. Talc is made with the following substance

P ^S-CH2-CH2-S -C9H5 (Kp1137bisi4ic P ^ S-CH 2 -CH 2 -S -C 9 H 5 (b.p. 1 137bisi4i c

C2H5OC 2 H 5 O

C2H6O/C 2 H 6 O /

so vermählen, daß ein 5°/oiger Staub entsteht. Dieser Staub wird auf Zweige gebracht, an denen sich Raupen (Ringelspinner) befinden. Die Raupen sind nach kurzer Zeit abgetötet.grind in such a way that a 5% dust is produced. This Dust is brought onto branches on which there are caterpillars (ring moth). The caterpillars are killed after a short time.

Claims (1)

PATENTANSPRUCH:PATENT CLAIM: Schädlingsbekämpfungsmittel, enthaltend oder bestehend aus neutralen aliphatischen Estern der Thiono- oder Thiolphosphorsäure, die in einer Estergruppe beliebig durch den Rest eines aliphatischen oder aromatischen Merkaptans substituiert sind.Pesticides containing or consisting of neutral aliphatic esters the thiono- or thiolphosphoric acid, which in an ester group arbitrarily by the remainder of a aliphatic or aromatic mercaptans are substituted. 5368 9.5368 9.
DEL57A 1949-10-11 1949-10-11 Pest repellants Expired DE850677C (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
NL77215D NL77215C (en) 1949-10-11
IT479217D IT479217A (en) 1949-10-11
BE498167D BE498167A (en) 1949-10-11
FR998052D FR998052A (en) 1949-10-11 1949-09-28 Agents for the control of parasites and pests
DEL57A DE850677C (en) 1949-10-11 1949-10-11 Pest repellants
CH291994D CH291994A (en) 1949-10-11 1950-08-21 Pest control methods.
AT172721D AT172721B (en) 1949-10-11 1950-08-22 Pesticides
SE824550A SE140355A (en) 1949-10-11 1950-09-27

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEL57A DE850677C (en) 1949-10-11 1949-10-11 Pest repellants

Publications (1)

Publication Number Publication Date
DE850677C true DE850677C (en) 1952-09-25

Family

ID=7254705

Family Applications (1)

Application Number Title Priority Date Filing Date
DEL57A Expired DE850677C (en) 1949-10-11 1949-10-11 Pest repellants

Country Status (8)

Country Link
AT (1) AT172721B (en)
BE (1) BE498167A (en)
CH (1) CH291994A (en)
DE (1) DE850677C (en)
FR (1) FR998052A (en)
IT (1) IT479217A (en)
NL (1) NL77215C (en)
SE (1) SE140355A (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1014105B (en) * 1955-09-07 1957-08-22 Bayer Ag Process for the preparation of O, O-dialkyl-thiophosphoric acid triesters
DE1014107B (en) * 1954-12-28 1957-08-22 Wolfen Filmfab Veb Process for the preparation of esters of phosphorus-containing acids
DE1044107B (en) * 1952-11-19 1958-11-20 Ici Ltd Process for the production of new insecticidally effective basic esters of phosphorothiosic acid
DE1046393B (en) * 1956-03-12 1958-12-11 Bayer Ag Pest repellants
US2891984A (en) * 1954-06-10 1959-06-23 Geigy Ag J R New dithiophosphoric acid esters and their use for the control of mites
DE1083809B (en) * 1957-06-14 1960-06-23 Bayer Ag Process for the preparation of thiolphosphoric acid esters
DE1098762B (en) * 1953-10-07 1961-02-02 Sandoz Ag Pest repellants
US2976311A (en) * 1956-12-10 1961-03-21 Bayer Ag Dithiophosphoric acid esters
US3004980A (en) * 1954-08-02 1961-10-17 Bayer Ag Thiophosphoric acid esters
DE1125104B (en) * 1953-01-07 1962-03-08 Lubrizol Corp lubricant
DE1187849B (en) * 1955-11-22 1965-02-25 Bayer Ag Insecticides

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1006417B (en) * 1955-10-13 1957-04-18 Bayer Ag Process for the preparation of O, O-dialkyl-thiolthionophosphoric acid-S-aralkyl mercaptoalkyl esters
DE1212777B (en) * 1963-11-07 1966-03-17 Bayer Ag Fungitoxic agents

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1044107B (en) * 1952-11-19 1958-11-20 Ici Ltd Process for the production of new insecticidally effective basic esters of phosphorothiosic acid
DE1125104B (en) * 1953-01-07 1962-03-08 Lubrizol Corp lubricant
DE1098762B (en) * 1953-10-07 1961-02-02 Sandoz Ag Pest repellants
US2891984A (en) * 1954-06-10 1959-06-23 Geigy Ag J R New dithiophosphoric acid esters and their use for the control of mites
US3004980A (en) * 1954-08-02 1961-10-17 Bayer Ag Thiophosphoric acid esters
DE1014107B (en) * 1954-12-28 1957-08-22 Wolfen Filmfab Veb Process for the preparation of esters of phosphorus-containing acids
DE1014105B (en) * 1955-09-07 1957-08-22 Bayer Ag Process for the preparation of O, O-dialkyl-thiophosphoric acid triesters
DE1187849B (en) * 1955-11-22 1965-02-25 Bayer Ag Insecticides
DE1046393B (en) * 1956-03-12 1958-12-11 Bayer Ag Pest repellants
US2976311A (en) * 1956-12-10 1961-03-21 Bayer Ag Dithiophosphoric acid esters
DE1083809B (en) * 1957-06-14 1960-06-23 Bayer Ag Process for the preparation of thiolphosphoric acid esters

Also Published As

Publication number Publication date
CH291994A (en) 1953-07-31
NL77215C (en)
IT479217A (en)
FR998052A (en) 1952-01-14
BE498167A (en)
SE140355A (en) 1953-05-12
AT172721B (en) 1952-10-10

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