NO157362B - BACTERICIDE AND FUNGICIDE EFFECT AND USE OF ITS. - Google Patents

BACTERICIDE AND FUNGICIDE EFFECT AND USE OF ITS. Download PDF

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Publication number
NO157362B
NO157362B NO821845A NO821845A NO157362B NO 157362 B NO157362 B NO 157362B NO 821845 A NO821845 A NO 821845A NO 821845 A NO821845 A NO 821845A NO 157362 B NO157362 B NO 157362B
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NO
Norway
Prior art keywords
weight
compounds
cyclohexyl
dimethyl
acid amide
Prior art date
Application number
NO821845A
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Norwegian (no)
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NO157362C (en
NO821845L (en
Inventor
Hans Plum
Horst Landsiedel
Original Assignee
Schering 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 Schering Ag filed Critical Schering Ag
Publication of NO821845L publication Critical patent/NO821845L/en
Publication of NO157362B publication Critical patent/NO157362B/en
Publication of NO157362C publication Critical patent/NO157362C/en

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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
    • A01N55/00Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
    • A01N55/02Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing metal atoms
    • A01N55/04Tin
    • 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/08Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/343Heterocyclic compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/38Aromatic compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/50Mixtures of different organic impregnating agents
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/52Impregnating agents containing mixtures of inorganic and organic compounds

Abstract

1. Claims for the contracting states : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE Bactericidal and fungicidal agent containing as active substances a) trialkyltin compounds having a total number of carbon atoms in the alkyl groups bonded to the tin of from 9 to 12 or triphenyltin compounds, and b) 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furanecarboxylic acid amide in a ratio by weight of from 4 : 1 to 1 : 4. 1. Claims for the contracting state : AT Use of a mixture of a) trialkyltin compounds having a total number of carbon atoms in the alkyl groups bonded to the tin of from 9 to 12 or triphenyltin compounds, and b) 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furanecarboxylic acid amide in a ratio by weight of from 4 : 1 to 1 : 4 as bactericidal and fungicidal agents.

Description

Denne, oppfinnelse angår et middel som har baktericide This invention relates to an agent that has a bactericide

og fungicide egenskaper, og som egner seg som desinfeksjons-middel, som trebeskyttelsesmiddel, som middel til å gi tekstiler, kunststoffer og bygningsmaterialer baktericide og fungicide egenskaper, som konserveringsmiddel og for å. and fungicidal properties, and which is suitable as a disinfectant, as a wood preservative, as a means of giving textiles, plastics and building materials bactericidal and fungicidal properties, as a preservative and for

gjøre belegningssystemer biocide. Oppfinnelsen angår også anvendelse av midlet for beskyttelse av trevirke mot bakterier og fungi. make coating systems biocidal. The invention also relates to the use of the agent for the protection of wood against bacteria and fungi.

Den store virkning av triorganotinnforbindelser mot mikroorganismer, f.eks. skadelige sopper og bakterier, er velkjent. Den optimale virkning av forbindelsene i denne klasse oppnåes når det totale antall C-atomer i de til tinn bundne alkylgrupper er fra 9 til 12. Kortere eller lengre grupper forringer den biocide virkning. Riktignok oppviser triorganotinnforbindelser et relativt bredt virknings-spektrum, men overfor forskjellige mikroorganismer såsom f.eks. gramnegative bakterier og bestemte blåsopper, er imidlertid virkningen forholdsvis svak. The great effect of triorganotin compounds against microorganisms, e.g. harmful fungi and bacteria, is well known. The optimal effect of the compounds in this class is achieved when the total number of C atoms in the alkyl groups bound to tin is from 9 to 12. Shorter or longer groups impair the biocidal effect. Admittedly, triorganotin compounds exhibit a relatively broad spectrum of action, but against various microorganisms such as e.g. Gram-negative bacteria and certain blue fungi, however, the effect is relatively weak.

Forbindelsen 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furan-carboxylsyreamid, som likeledes er kjent for å hå biocid virkning, oppviser god virkning mot en rekke sopparter som ødelegger trevirke. Mot bakterier og bestemte sopparter, f.eks. Cladosporum herbarum, Trichoderma viride og enkelte Asper-gillus-arter oppviser imidlertid denne forbindelse knapt noen virkning eller bare en svak virkning. The compound 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furan-carboxylic acid amide, which is also known to have a biocidal effect, shows a good effect against a number of fungal species that destroy wood. Against bacteria and specific fungal species, e.g. Cladosporum herbarum, Trichoderma viride and certain Aspergillus species, however, show this compound hardly any effect or only a weak effect.

Det har nu overraskende vist seg at kombinasjoner av visse triorganotinnforbindelser og 2,5-dimethyl-N-cyclohexyl-N-meth-oxy-3-furancarboxylsyreamid oppviser en synergistisk virkning overfor mikroorganismer. It has now surprisingly been shown that combinations of certain triorganotin compounds and 2,5-dimethyl-N-cyclohexyl-N-meth-oxy-3-furancarboxylic acid amide exhibit a synergistic effect against microorganisms.

Med basis i denne erkjennelse tilveiebringes det nu Based on this recognition, it is now provided

i henhold til oppfinnelsen et nytt middel med baktericid og fungicid virkning, som er særpreget ved at det består av eller inneholder en blanding av: according to the invention, a new agent with bactericidal and fungicidal action, which is characterized by the fact that it consists of or contains a mixture of:

(a) trialkyltinnforbindelser med et totalt antall C-atomer (a) trialkyltin compounds with a total number of C atoms

i de til tinn bundne alkylgrupper på 9-12, eller trifenyl-tinnforbindelser og (b) 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furancarboxylsyre-amid . in the tin-bonded alkyl groups of 9-12, or triphenyltin compounds and (b) 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furancarboxylic acid amide.

Fortrinnsvis inneholder midlet de to komponenter i Preferably, the agent contains the two components i

et vektforhold på fra 4:1 til 1:4, aller helst fra 2:1 til 1:2. a weight ratio of from 4:1 to 1:4, most preferably from 2:1 to 1:2.

Det nye middel ifølge oppfinnelsen utvider i betydelig grad virkningsspektret for de enkelte forbindelser og for-sterker den hemmende virkning overfor mikroorganismer, mot hvilke forbindelser også enkeltvis oppviser en god virkning (se tabeller 1-4). The new agent according to the invention significantly expands the spectrum of action for the individual compounds and strengthens the inhibitory effect against microorganisms, against which compounds also individually show a good effect (see tables 1-4).

Midlet ifølge oppfinnelsen er spesielt anvendelig for beskyttelse av trevirke, idet man her også oppnår en beskyttelse mot bakterieangrep i tillegg til at nedbygning av trevirket gjennom soppangrep forhindres. Bakterier bevirker ingen nedbygning av treet, men de kan skape gunstige forhold for soppangrep. The agent according to the invention is particularly useful for the protection of wood, as protection against bacterial attack is also achieved here, in addition to preventing degradation of the wood through fungal attack. Bacteria do not cause any degradation of the wood, but they can create favorable conditions for fungal attack.

Midlet blir i form av oppløsninger, eventuelt inneholdende farve- og hjelpestoffer, innført i trevirket ved påstrykning eller påsprutning. The agent is introduced into the wood in the form of solutions, possibly containing dyes and additives, by brushing or spraying.

Dessuten kan midlet ifølge oppfinnelsen anvendes for å gi tekstiler, kunststoffer og bygningsmaterialer biocide egenskaper, i hvilket tilfelle det er hensiktsmessig å anvende midlet i form av en oppløsning, emulsjon eller dispersjon, med eller uten bindemiddel eller med faste bærerstoffer eller fortynningsmidler og eventuelt med tilsetning av tverr-bindingsmidler, heftemidler, emulgeringsmidler og disper-geringshjelpemidler. In addition, the agent according to the invention can be used to give textiles, plastics and building materials biocidal properties, in which case it is appropriate to use the agent in the form of a solution, emulsion or dispersion, with or without a binder or with solid carriers or diluents and possibly with addition of cross-linking agents, adhesives, emulsifiers and dispersing aids.

Konsentrasjonen av aktivt stoff ligger vanligvis i om-rådet fra 0,1 til 5% og bestemmes av de krav som anvendelsen stiller. The concentration of active substance is usually in the range from 0.1 to 5% and is determined by the requirements of the application.

Eksempel 1 Example 1

Et farveløst, ikke bindemiddelholdig preparat, bestående av: A colourless, binder-free preparation, consisting of:

2 vektdeler tri-n-butyltinnlinoleat 2 parts by weight of tri-n-butyltin linoleate

2 vektdeler 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furan-carboxy1syreamid 2 parts by weight 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furan-carboxyl-acid amide

6 vektdeler diethylenglycolmonobutylether 6 parts by weight of diethylene glycol monobutyl ether

90 vektdeler høytkokende testbensin (Krystallolje 60) 90 parts by weight of high-boiling test petrol (Crystal oil 60)

oppviser god gjennomtrengningsevne og kan anvendes f.eks. exhibits good penetration and can be used e.g.

som en grunning for trevirke for byggeformål. as a primer for wood for construction purposes.

Eksempel 2 Example 2

Et preparat (farvet lasur) bestående av A preparation (colored glaze) consisting of

1,3 vektdeler tri-n-butyltinnoxyd 1.3 parts by weight of tri-n-butyltin oxide

2,2 vektdeler 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furancarboxy1syreamid 2.2 parts by weight of 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furancarboxylic acid amide

30 vektdeler alkydharpiks ("Synthalat MF 620", 60%-ig] 30 parts by weight alkyd resin ("Synthalat MF 620", 60%]

0,5 vektdel sikkativ 0.5 part by weight siccative

0,5 vektdel antiavsetningsmiddel 0.5 part by weight anti-deposition agent

8,5 vektdeler jernoxydrødt-pasta 8.5 parts by weight iron oxide red paste

1,5 vektdeler jernoxydsvart-pasta 1.5 parts by weight of iron oxide black paste

5 vektdeler diethylenglycolmonobutylether 5 parts by weight diethylene glycol monobutyl ether

50,5 vektdeler høytkokende testbensin (Krystallolje 60) egner seg til bestrykning av vindusrammer, dører, trefor-skalinger, osv. 50.5 parts by weight of high-boiling test petrol (Krystal oil 60) is suitable for coating window frames, doors, wooden linings, etc.

Eksempel 3 Example 3

15 vektdeler tri^n-butyltinnoxyd- 15 parts by weight of tri-n-butyltin oxide

15 vektdeler 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furancarboxylsyreamid 70 vektdeler ikke-ionogen emulgator ("Marlomet ISM") Den klare blanding gir fortynnet med vann i mengdeforhold fra 1:5 til 1:30 stabile emulsjoner som kan påføres for beskyttelse av nyfelt trevirke ved påstrykning, påsprøytning eller neddykning. 15 parts by weight 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furancarboxylic acid amide 70 parts by weight non-ionic emulsifier ("Marlomet ISM") The clear mixture, diluted with water in a ratio of 1:5 to 1:30, gives stable emulsions which can be applied to protect newly felled timber by brushing, spraying or immersion.

TABELL 1 TABLE 1

For sammenligning av virkningen ble papirrundfiltere (0 For comparison of the effect, paper round filters (0

5,5 cm) gjennomtrukket med de i det følgende nærmere angitte ethanoliske oppløsninger, tørret i luft og deretter anbragt i petriskåler, på Plate-count-Agar" som var blitt podet med bakteriesuspensjoner, og inkubert i 2 dager ved +37°C. Deretter ble størrelsen av hemningssonene rundt filteret bestemt: 5.5 cm) permeated with the following ethanolic solutions, dried in air and then placed in Petri dishes, on Plate-count-Agar" which had been inoculated with bacterial suspensions, and incubated for 2 days at +37°C. Then the size of the inhibition zones around the filter was determined:

Claims (3)

1. Middel med baktericid og fungicid virkning, karakterisert ved at det består av eller inneholder en blanding av: (a) trialkyltinnforbindelser med et totalt antall C-atomer i de til tinn bundne alkylgrupper på 9-12, eller trifenyl-tinnforbindelser og (b) 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furancarboxylsyre-amid.1. Agent with bactericidal and fungicidal action, characterized in that it consists of or contains a mixture of: (a) trialkyltin compounds with a total number of C atoms in the alkyl groups bound to tin of 9-12, or triphenyltin compounds and (b ) 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furancarboxylic acid amide. 2. Middel ifølge krav 1, karakterisert ved at det inneholder de to komponenter i et vektforhold på fra 4:1 til 1:4, fortrinnsvis fra 2:1 til 1:2.2. Means according to claim 1, characterized in that it contains the two components in a weight ratio of from 4:1 to 1:4, preferably from 2:1 to 1:2. 3. Anvendelse av midlet ifølge krav 1 eller 2 for beskyttelse av trevirke mot bakterier og fungi.3. Use of the agent according to claim 1 or 2 for the protection of wood against bacteria and fungi.
NO821845A 1981-06-04 1982-06-03 BACTERICIDE AND FUNGICIDE EFFECT AND USE OF ITS. NO157362C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19813122270 DE3122270A1 (en) 1981-06-04 1981-06-04 BACTERICIDAL AND FUNGICIDAL AGENT

Publications (3)

Publication Number Publication Date
NO821845L NO821845L (en) 1982-12-06
NO157362B true NO157362B (en) 1987-11-30
NO157362C NO157362C (en) 1988-03-09

Family

ID=6133943

Family Applications (1)

Application Number Title Priority Date Filing Date
NO821845A NO157362C (en) 1981-06-04 1982-06-03 BACTERICIDE AND FUNGICIDE EFFECT AND USE OF ITS.

Country Status (5)

Country Link
EP (1) EP0066764B1 (en)
AT (1) ATE12160T1 (en)
DE (2) DE3122270A1 (en)
DK (1) DK158537C (en)
NO (1) NO157362C (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3139252A1 (en) * 1981-10-02 1983-04-21 Basf Ag, 6700 Ludwigshafen WOOD PRESERVATIVES
DE3522788A1 (en) * 1985-06-26 1987-01-08 Schering Ag BIOCIDAL COMBINATION OF ACTIVE SUBSTANCES
DE202008000452U1 (en) * 2008-01-11 2009-05-28 Parkett Leuthe Gmbh Hallway made of old wood

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1593305A (en) * 1967-11-22 1970-05-25
DE2830503A1 (en) * 1978-07-12 1980-01-24 Solvay Werke Gmbh AGENTS FOR THE PRESERVATION OF WOOD AND WOOD MATERIALS
DE2927349A1 (en) * 1979-07-06 1981-01-29 Solvay Werke Gmbh AGENT FOR THE PRESERVATION OF WOOD AND WOOD MATERIALS AND METHOD FOR THE PRODUCTION OF THE PRESERVATIVE AGENT
DE3004249A1 (en) * 1980-02-06 1981-08-13 Desowag-Bayer Holzschutz GmbH, 4000 Düsseldorf WOOD PROTECTIVE CONCENTRATE AND PRODUCT MADE THEREOF FOR THE PRESERVATION OF WOOD AND WOOD MATERIALS
DE3014194A1 (en) * 1980-04-14 1981-10-22 Dr. Wolman Gmbh, 7573 Sinzheim AQUEOUS WOOD PRESERVATIVE

Also Published As

Publication number Publication date
DK158537C (en) 1990-11-12
DK249882A (en) 1982-12-05
NO157362C (en) 1988-03-09
ATE12160T1 (en) 1985-04-15
DE3122270A1 (en) 1982-12-23
NO821845L (en) 1982-12-06
EP0066764B1 (en) 1985-03-20
DE3262623D1 (en) 1985-04-25
EP0066764A1 (en) 1982-12-15
DK158537B (en) 1990-06-05

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