DE890883C - Protective agent against textile pests, mold and bacteria - Google Patents

Protective agent against textile pests, mold and bacteria

Info

Publication number
DE890883C
DE890883C DEF7131A DEF0007131A DE890883C DE 890883 C DE890883 C DE 890883C DE F7131 A DEF7131 A DE F7131A DE F0007131 A DEF0007131 A DE F0007131A DE 890883 C DE890883 C DE 890883C
Authority
DE
Germany
Prior art keywords
mold
protective agent
bacteria
agent against
pests
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
DEF7131A
Other languages
German (de)
Inventor
Otto Dr Dr H C Bayer
Othmar Dr Drapal
Friedrich Dr Muth
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
Application filed by Bayer AG filed Critical Bayer AG
Priority to DEF7131A priority Critical patent/DE890883C/en
Application granted granted Critical
Publication of DE890883C publication Critical patent/DE890883C/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N41/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
    • A01N41/02Biocides, 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
    • A01N41/04Sulfonic acids; Derivatives thereof
    • A01N41/06Sulfonic acid amides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00Amides 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
    • C07C311/01Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
    • C07C311/02Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton

Description

Schutzmittel gegen Textilschädlinge, Schimmel- und Bakterienbefall Es wurde gefunden, daB Halogenalkäly- und/oder 1-Ialogenarylsulfonsäureamide solcher Amine, die mehrere Benzolkerne enthalten, für .die Bekämpfung von Textilschädlingen gut geeignet sind. In den mehrkernigen Aminen, von denen sich die Amide ableiten, sind die Benzolkerne entweder direkt oder über Zwischenglieder, wie z. B. O, S, SO, S 021 CH." -CH = CH-, CO, -N = N- und ähnliche verbunden, oder sie sind kondensiert und enthalten zweckmäßig noch Halogenatome.Protective agents against textile pests, mold and bacterial attack. It has been found that haloalkali and / or 1-halogenoarylsulfonic acid amides of such amines which contain several benzene nuclei are well suited for combating textile pests. In the polynuclear amines, from which the amides are derived, the benzene nuclei are either directly or via intermediates, such as. B. O, S, SO, S 021 CH. "-CH = CH-, CO, -N = N- and the like, or they are condensed and expediently still contain halogen atoms.

Geeignete Verbindungen sind beispielsweise Chlormethansulfoarylamide aus Tri-, Tetra-, Penta-und noch mehr Chlor enthaltenden Aminodiphenylen, Aminodiphen@yläthern, Aminodiphenylsulfonen, Aminoazobenzolen, Naphthylaminen und ähnlichen; ferner analoge Chloräthansulfo-, Trichloräthansulfo-, Chlorbenzolsulfo-, Dichlorbenzolsulfo-, Trichlorbenzolsulfoarylamide und ähnliche sowie in der Sulfamidgruppe noch weiter substituierte, z. B. durch den Trichloracetylrest oder einen Arylsulfonsäurerest, Halogenalkyl- oder Halogenarylsulfonsäureami,de. Auch Verbindungen mit mehreren Halogensulfonamidgruppen, wie z. B.. chloriertem N, N'-Bis-(chlormethans@ulfonyl)-benzidin, diphenylin, -tolidin oder -,dianisndin, können Verwendung finden.Suitable compounds are, for example, chloromethanesulfoarylamides from tri-, tetra-, penta- and even more chlorine-containing aminodiphenyls, aminodiphen @ yl ethers, Aminodiphenyl sulfones, aminoazobenzenes, naphthylamines and the like; furthermore analog Chlorethanesulfo-, trichlorethanesulfo-, chlorobenzenesulfo-, dichlorobenzenesulfo-, trichlorobenzenesulfoarylamides and similar ones as well as those which are further substituted in the sulfamide group, e.g. B. by the trichloroacetyl radical or an arylsulfonic acid radical, haloalkyl or haloarylsulfonic acid ami, de. Also compounds with several halosulfonamide groups, such as. B. chlorinated N, N'-bis- (chloromethanes @ ulfonyl) -benzidine, diphenylin, -tolidin or -, dianisndin, can be used.

Gegenüber den bekannten Haloge,nalkyl- und Halogenarylsulfonsäurearylamiden zeichnen sich die mehrkernigen Verbindungen durch bessere Eigenschaften, insbesondere durch eine erhöhte Affinität zur tierischen Faser; verbesserte WI.schechtheit und teilweise erhöhte VG-nrli:samkeit gegen Textilschädlinge aus. Die Anwendung der erfindungsgemäßen Mittel kann nach Verfahren erfolgen, wie sie in der Praxis üblich sind, z. B. aus organischen Lösungsmitteln in der Chemisch- Wäsche, in Form wasserlöslicher Salze oder als Emulsion bzw. Dispersionen aus wäßriger Flotte in der Textilindustrie, als Zusatz zu ,Seifen- und Walkflotten, in Pulverform beim Läutern von Pelzen "und Fellen, als Zusatz zu Färbebädern in Form der wasserlöslichen Salze.Compared to the known halogens, n-alkyl and haloarylsulfonic acid arylamides the polynuclear compounds are characterized by better properties, in particular due to an increased affinity for animal fiber; improved WI.fastness and partially increased VG number against textile pests. The application of the Agents according to the invention can be carried out according to methods that are customary in practice are e.g. B. from organic solvents in chemical Laundry, in the form of water-soluble salts or as emulsions or dispersions from aqueous liquor in the textile industry, as an additive to soap and fulling liquors, in powder form for Lautering of furs "and pelts, as an additive to dye baths in the form of water-soluble ones Salts.

-Beispiel i Erzeugnisse aus Wolle oder Wollmischgespinsten werden in einer wäßrigen Lösung von .i g/1 des Natriumsalzes des Chlormethansulfonsäure-(tetrachlor-4-phenyl)-anilid behandelt und nach dem Entwässern abgetrocknet. Das Material, das auch Fell= oder Pelzwerk sein kann, ist direkt und auch nach wiederholter Wäsche gegen den Fraß von Textilschädlingen geschützt. Es besitzt wegen der fungiciden und baktericiden Wirkung der aufgebrachten Verbindung auch einen Schutz gegen Bakterien und Schimmelbefall. `- -- ' -" Der Wirkstoff wird auf folgendem Wege erhalten: 4-Aminodiphenyl wird mit Chlormethansulfochlorid umgesetzt und das erhaltene Chlormethansul.fonsäure-(4phenyl)-anilid in o-Dichlorbenzol in Gegenwart katalytischer Mengen Eisen durch Einleiten von Chlor bei Temperaturen bis 42° chloriert. Das Produkt enthält 47,8'/o Cl und 7,2'/o S. Ähnliche Wirkungen werden erhalten mit Produkten von wechselndem Chlorgehalt, z. B. solchen mit insgesamt 6 und mehr Atomen Chlor. Das durch Chlorieren von Chlormethansulfo-2-aminodiphenyl " (Fp. 8a°) erhaltene Chlorderivat mit 42,25% Cl ist ebenso wiTIcsam wie das vorbeschriebene. Ebenso verhalten sich Mischungen der chliarierten Derivate, die aus technischen 2- und 4-Aminodiphenylgemischen hergestellt wurden. Ein ähnlich wirksames chloriertes Hexahydro-4-aminodiphenylderivat wird durch Chlorierung _von Chlormethansulfohexahydro-4-aminodipphhenyl (Fp. m4°) in Eisessig erhalten. Es enthält 37,3'/o Cl. Beispie1.2 Erzeugnisse aus Wolle oder Wollmischgespinsten werden nach Art der Chemisch-Wäsche in organischen Lösungsmitteln, welche 0,3 bis. i % ChlormethansulfChnsäUre - ( 2 - (2'- chlorph-enoxy) - 3,. 5 - dichlorl-anilid enthalten, behandelt. Das Material, das auch Fell- oder Pelzwerk sein kann, ist gegen :die Zerstörung durch Textilschädlinge geschützt. Beispiel 3 0,5 bis i g/1 N, N'-Bis-(chlormethansulfonyl)-tetrachlorbenzidin werden als Natronsalz in Wasch-oder Walkflolten, wie sie in der Textilindustrie gebräuchlich sind; gelöst und ;darin das Textilgut aus Wolle oder 'Wollm.ischgespinsten wie üblich behandelt.-Example i Products made of wool or mixed wool spun yarns are treated in an aqueous solution of .ig / 1 of the sodium salt of chloromethanesulfonic acid (tetrachloro-4-phenyl) anilide and dried after dehydration. The material, which can also be fur or fur, is directly protected from being eaten by textile pests even after repeated washing. Because of the fungicidal and bactericidal effect of the compound applied, it also provides protection against bacteria and mold. `- - '-" The active ingredient is obtained in the following way: 4-aminodiphenyl is reacted with chloromethanesulphonyl chloride and the resulting Chlormethansul.fonsäure- (4phenyl) anilide in o-dichlorobenzene in the presence of catalytic amounts of iron by introducing chlorine at temperatures up to The product contains 47.8% Cl and 7.2% S. Similar effects are obtained with products of varying chlorine content, for example those with a total of 6 or more atoms of chlorine Chloromethanesulfo-2-aminodiphenyl "(mp. 8a °) obtained chlorine derivative with 42.25% Cl is just as important as the above-described. Mixtures of the chelated derivatives which have been prepared from technical 2- and 4-aminodiphenyl mixtures behave in the same way. A similarly effective chlorinated hexahydro-4-aminodiphenyl derivative is obtained by chlorinating chloromethanesulfohexahydro-4-aminodipphhenyl (melting point m4 °) in glacial acetic acid. It contains 37.3% of Cl. Beispie1.2 Products made of wool or wool mix webs are dry-washed in organic solvents, which are 0.3 to. i% chloromethanesulfuric acid - (2 - (2'-chloropheneoxy) - 3 ,. 5 - dichloro anilide. The material, which can also be fur, is protected against: Destruction by textile pests. Example 3 0.5 to ig / 1 N, N'-bis- (chloromethanesulfonyl) -tetrachlorobenzidine are dissolved as a sodium salt in washing or fulling drums, as are customary in the textile industry, and the textile goods made of wool or woolen spun treated as usual.

Das Material ist nach .der Fertigstellung gegen den Fraß von. Textilschädlingen geschützt. Beispiel 4 0,3 bis i g/1 Chlormethansulfonsäure-(tetrachlor-4-Phen5'1)-anilid des Beispiels i wird als Triäthanolaminsalz den Färbebädern von sauren oder neutralen Woll- bzw. Halbwollfarbstoffen zugesetzt und in der üblichen Weise gefärbt. Das gefärbte Material ist nach Fertigstellung gegen den Fraß von Textilschädlingen geschützt.After completion, the material is against being eaten by. Textile pests protected. Example 4 0.3 to 1 g / l of chloromethanesulfonic acid (tetrachloro-4-phen5'1) anilide of Example i is used as the triethanolamine salt in the dyebaths of acidic or neutral Added to wool or semi-wool dyes and dyed in the usual way. That Dyed material is protected against being eaten by textile pests after completion.

Beispiel s ` Chlormethansulfonsäure- (tetrachlor-4-phenyl)-anilid des Beispiels i wird über ein organisches Lösungsmittel auf geeignetes Innert-Material, z. B. Sand, Holzmehl, Talkum u. ä., aufgebracht und dieses Gemenge dem Läutermehl für Pelze und Felle zugesetzt. Die unter Zusatz .des genannten Wirkstoffes (etwa 2 %) geläuterten Pelze und Felle sind nach' Fertigstellung gegen Beschädigung durch Keratinfresser geschützt. Beispiel 6 Erzeugnisse aus Wolle oder Wollmischgespinsten werden nach Art der Chemisch-Wäsche in organischen Lösungsmitteln behandelt, welche je i bis 2% Chlormethans.ulfonsäure- [3 - (4'-chlorphen!v 1-sulfonyl)-6-chlor]-anilid oder Chlormethansulfonsäure-(4 phenylazo)-anilid oder Chlormethansulfoi-aminonaphtalin enthalten.Example s `chloromethanesulfonic acid (tetrachloro-4-phenyl) anilide of example i is applied to a suitable inert material using an organic solvent, z. B. sand, wood flour, talc u. Ä., Applied and this mixture to the refining flour added for furs and skins. Those with the addition of the named active ingredient (approx 2%) cleaned furs and skins are after 'completion against damage by Keratin eater protected. Example 6 Products made from wool or wool blend spun are treated like dry-washing in organic solvents, which 1 to 2% each of chloromethanesulfonic acid [3 - (4'-chlorophen! v 1-sulfonyl) -6-chloro] anilide or chloromethanesulphonic acid (4 phenylazo) anilide or chloromethanesulpho-aminonaphthalene contain.

.Das Material, das auch Fell- oder Pelzwerk sein kann, ist gegen die Zerstörung durch Textilschädlinge geschützt.The material, which can also be fur or fur, is against the Destruction by textile pests protected.

Claims (1)

-- PATENTANSPRUCH: Schutzmittel gegen Textilschädlinge, Schimmel- und. Bakterienbefall, bestehend aus öder enthaltend Halogenalkyl- und/oder Halogenarylsulfonsäureamide mehrkerniger Amine.- PATENT CLAIM: Protective agent against textile pests, mold and. Bacterial infestation consisting of or containing haloalkyl and / or haloarylsulfonic acid amides polynuclear amines.
DEF7131A 1951-09-11 1951-09-11 Protective agent against textile pests, mold and bacteria Expired DE890883C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF7131A DE890883C (en) 1951-09-11 1951-09-11 Protective agent against textile pests, mold and bacteria

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF7131A DE890883C (en) 1951-09-11 1951-09-11 Protective agent against textile pests, mold and bacteria

Publications (1)

Publication Number Publication Date
DE890883C true DE890883C (en) 1953-09-24

Family

ID=7085294

Family Applications (1)

Application Number Title Priority Date Filing Date
DEF7131A Expired DE890883C (en) 1951-09-11 1951-09-11 Protective agent against textile pests, mold and bacteria

Country Status (1)

Country Link
DE (1) DE890883C (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1058049B (en) * 1956-12-08 1959-05-27 Bayer Ag Process for the production of protective agents against textile pests, mold and bacterial attack
DE1062238B (en) * 1957-03-23 1959-07-30 Bayer Ag Process for the production of protective agents against textile pests, mold and bacterial attack
US3066166A (en) * 1958-09-30 1962-11-27 Bayer Ag Protective agents
US3162684A (en) * 1957-12-24 1964-12-22 Geigy Ag J R New aminobenzoic acid deriatives and compositions containing same
US3234210A (en) * 1959-08-13 1966-02-08 Ciba Geigy Corp New ureas and process for preparing same
US3269898A (en) * 1961-08-25 1966-08-30 Bayer Ag Agents for protecting materials against textile pests
US4731090A (en) * 1983-12-23 1988-03-15 Ciba-Geigy Corporation Process for protecting keratinous material from attack by insects feed on keratin with pyridyloxytrifluoromethanesulfonanilides

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1058049B (en) * 1956-12-08 1959-05-27 Bayer Ag Process for the production of protective agents against textile pests, mold and bacterial attack
DE1062238B (en) * 1957-03-23 1959-07-30 Bayer Ag Process for the production of protective agents against textile pests, mold and bacterial attack
US3162684A (en) * 1957-12-24 1964-12-22 Geigy Ag J R New aminobenzoic acid deriatives and compositions containing same
US3066166A (en) * 1958-09-30 1962-11-27 Bayer Ag Protective agents
US3234210A (en) * 1959-08-13 1966-02-08 Ciba Geigy Corp New ureas and process for preparing same
US3269898A (en) * 1961-08-25 1966-08-30 Bayer Ag Agents for protecting materials against textile pests
US4731090A (en) * 1983-12-23 1988-03-15 Ciba-Geigy Corporation Process for protecting keratinous material from attack by insects feed on keratin with pyridyloxytrifluoromethanesulfonanilides

Similar Documents

Publication Publication Date Title
CH364384A (en) Method for protecting keratin-containing textile fibers from insect caused damage, means for carrying out the method and the keratin-containing textile material protected against insect damage
DE1147007B (en) Fungicides
DE1418217A1 (en) Process for the preparation of new arylsulfonarylamides
CH686211A5 (en) Moth and Koferschutzmittel.
DE1189669B (en) Process for the preparation of anthraquinone dyes
DE890883C (en) Protective agent against textile pests, mold and bacteria
EP0387663B1 (en) Agent against keratin pests
DE935987C (en) Process for the preparation of sulfonic acid amides of the anthraquinone series
DE1569820C3 (en) Nitro dyes, process for their preparation and their use for coloring hair
DE2255256A1 (en) PROCESS TO INCREASE THE AFFINITY FOR ANIONIC DYES OF HIGH MOLECULAR ORGANIC COMPOUNDS CONTAINING ALKYLABLE GROUPS
DE1642212A1 (en) Insecticidal and acaricidal agents
DE1469754B1 (en) Process for the creation of real colors on natural or synthetic polyamide material
DE828458C (en) Protective agent against textile pests as well as against mold and rot
CH313325A (en) Process for the preparation of an agent for combating textile pests
DE869137C (en) Pest control
DE1770517B1 (en) Benzimidazole compounds, processes for their preparation and compositions containing them
AT205803B (en) Pesticides
DE703191C (en) Protecting fibers, fur, hair, feathers, leather, paper or products or masses containing these substances against attack by textile pests
AT211266B (en) Method and means for protecting keratinic material from insect damage
CH373029A (en) Process for the preparation of new aminobenzoic acid derivatives
CH373028A (en) Process for the preparation of new aminobenzoic acid derivatives
AT208845B (en) Process for the production of new anthranilic acid derivatives
CH241567A (en) Cycle.
AT210878B (en) Process for the preparation of new aminobenzoic acid derivatives
DE1767714A1 (en) Agent for combating harmful microorganisms