DK158537B - BACTERICIDE AND FUNGICIDE AGENT CONTAINING A MIXTURE OF TRIALKYLTYL COMPOUNDS AND 2,5-DIMETHYL-N-CYCLOHEXYL-N-METHOXY-3-FURANCARBONIC ACID AMIDE - Google Patents
BACTERICIDE AND FUNGICIDE AGENT CONTAINING A MIXTURE OF TRIALKYLTYL COMPOUNDS AND 2,5-DIMETHYL-N-CYCLOHEXYL-N-METHOXY-3-FURANCARBONIC ACID AMIDE Download PDFInfo
- Publication number
- DK158537B DK158537B DK249882A DK249882A DK158537B DK 158537 B DK158537 B DK 158537B DK 249882 A DK249882 A DK 249882A DK 249882 A DK249882 A DK 249882A DK 158537 B DK158537 B DK 158537B
- Authority
- DK
- Denmark
- Prior art keywords
- methoxy
- cyclohexyl
- acid amide
- compounds
- dimethyl
- Prior art date
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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
- A01N55/02—Biocides, 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
- A01N55/04—Tin
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, 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
- A01N43/04—Biocides, 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
- A01N43/06—Biocides, 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
- A01N43/08—Biocides, 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, 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
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, 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
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/343—Heterocyclic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, 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
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/38—Aromatic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, 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
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/50—Mixtures of different organic impregnating agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, 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
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/52—Impregnating agents containing mixtures of inorganic and organic compounds
Landscapes
- 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)
- Chemical And Physical Treatments For Wood And The Like (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
iin
DK 158537BDK 158537B
Den foreliggende opfindelse angår et middel, der med baktericide og fungicide egenskaber er egnet som desinfektionsmiddel, træbeskyttelsesmiddel, til at gøre tekstiler, kunststoffer og bygningsstoffer baktericide og fungicide eller som konserve-5 ringsmiddel eller til at gøre påstrygningssystemer biocide.The present invention relates to an agent which, with bactericidal and fungicidal properties, is suitable as a disinfectant, wood preservative, to make textiles, plastics and building materials bactericidal and fungicidal or as a preservative or to make ironing systems biocidal.
Midlet ifølge opfindelsen er ejendommeligt ved, at det som aktive forbindelser indeholder en blanding af a) trialkyltinforbindelser med et samlet C-antal af de til de enkelte tinatomer bundne alkylgrupper på 9-12 eller tri- 10 phenyltinforbindelser og b) 2,5-dimethyl-N-cyklohexyl-N-methoxy-3-furancarbonsyreamid i vægtforholdet 4:1 til 1:4.The composition of the invention is characterized in that it contains as active compounds a mixture of a) trialkyltin compounds having a total C-number of the alkyl groups attached to the individual tin atoms of 9-12 or triphenyltin compounds and b) 2,5-dimethyl -N-cyclohexyl-N-methoxy-3-furancarboxylic acid amide in the weight ratio of 4: 1 to 1: 4.
Ifølge opfindelsen indgår de aktive forbindelser fortrinsvis i vægtforholdet 2:1 til 1:2.According to the invention, the active compounds are preferably included in the weight ratio 2: 1 to 1: 2.
15 Den høje virkning af triorganotinforbindelser overfor mikroorganismer, f.eks. skadelige svampe og bakterier, er kendt. Virkningsoptimum for denne forbindelsesklasse foreligger, når det samlede C-antal af de til de enkelte tinatomer bundne alkylgrupper er 9-12. Kortere eller længere grupper formindsker 20 den biocide virkning. Triorganotinforbindelser udviser ganske vist et forholdsvis bredt virkningsspektrum, men overfor forskellige mikroorganismer, f.eks. gramnegative bakterier og bestemte blåsvampe, er virkningen dog forholdsvis svag.The high effect of triorganotin compounds on microorganisms, e.g. harmful fungi and bacteria are known. The optimum effect for this compound class exists when the total C number of the alkyl groups attached to the individual tin atoms is 9-12. Shorter or longer groups reduce the biocidal effect. Although triorganotin compounds exhibit a relatively broad spectrum of efficacy, they have different microorganisms, e.g. However, the effect of gram-negative bacteria and certain bladder fungi is relatively weak.
Det ligeledes som biocid kendte stof 2,5-dimethyl-N-cyklohexyl-25 N-methoxy-3-furancarbonsyreamid udviser en god virkning overfor en række træødelæggende svampe, men overfor bakterier og bestemte svampe, f.eks. Cladosporum herbarum, Trichoderma viride og nogle Aspergillus-arter, er der ingen eller kun en meget svag virkning.The substance known as biocide 2,5-dimethyl-N-cyclohexyl-25N-methoxy-3-furancarboxylic acid amide exhibits a good effect against a number of wood-destroying fungi, but against bacteria and certain fungi, e.g. Cladosporum herbarum, Trichoderma viride and some Aspergillus species, there is no or only a very weak effect.
30 Det har nu overraskende vist sig, at de omhandlede kombinationer af triorganotinforbindelserne med 2,5-dimethyl-N-cyklohexyl-N-methoxy-It has now surprisingly been found that the present combinations of the triorganotin compounds with 2,5-dimethyl-N-cyclohexyl-N-methoxy
DK 158537BDK 158537B
2 3-furancarbonsyreamid har en synergistisk virkning overfor mikroorganismer. Midlet ifølge opfindelsen udvider virkningsspektrene for de enkelte stoffer betydeligt og forstærker hæmningsvirkningen overfor mikroorganismer, overfor hvilke 5 de enkelte stoffer i sig selv allerede har en god virkning (se tabel 1-4).2 3-Furancarboxylic acid amide has a synergistic effect on microorganisms. The agent according to the invention extends the spectrum of effects of the individual substances considerably and amplifies the inhibitory effect against microorganisms, against which the individual substances themselves already have a good effect (see Table 1-4).
Midlet ifølge opfindelsen kan især anvendes til træbeskyttelse, da der herved ved siden af forhindringen af nedbrydningen som følge af træødelæggende svampe også opnås en 10 beskyttelse mod bakterieangreb. Bakterier bevirker ingen nedbrydning af træet, men kan begunstige et angreb af svampe.In particular, the agent of the invention can be used for tree protection, since besides preventing the degradation due to wood-destroying fungi, protection against bacterial attacks is also obtained. Bacteria cause no degradation of the tree, but can favor an attack by fungi.
Midlet'indføres i træet i form af opløsninger, eventuelt med farvestoffer og hjælpestoffer, ved påstrygning, sprøjt-15 ning eller neddypning.The agent is introduced into the wood in the form of solutions, optionally with dyes and auxiliaries, by ironing, spraying or dipping.
Desuden kan midlet ifølge opfindelsen anvendes til at gøre tekstiler, kunststoffer og bygningsstoffer biocide, hvorved det hensigtsmæssigt anvendes i form af præparater, såsom opløsninger, emulsioner, dispersioner med eller uden 20 bindemiddel eller med faste bærestoffer, f.eks. fortyndings midler og eventuelt med tilsætning af befugtningsmidler, hæftemidler, emulgeringsmidler og dispergeringshjælpemidler.In addition, the agent of the invention can be used to make textiles, plastics and building materials biocidal, suitably used in the form of compositions such as solutions, emulsions, dispersions with or without binder or with solid carriers, e.g. diluents and, optionally, with the addition of wetting agents, adhesives, emulsifiers and dispersants.
Koncentrationen af virksomt stof ligger sædvanligvis i området fra 0,1 til 5% og bestemmes af anvendelseskravene.The concentration of active substance is usually in the range of 0.1 to 5% and is determined by the application requirements.
25 Eksempel 1Example 1
Et farveløst, ikke-bindemiddelholdigt præparat af 2 vægtdele tri-n-butyltinlinoleat 2 vægtdele 2,5-dimethyl-N-cyklohexyl-N-methoxy-3~furan= c arbonsyreamidA colorless, non-binder-containing preparation of 2 parts by weight of tri-n-butyltin linoleate 2 parts by weight of 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furan = c arbonic acid amide
DK 158537BDK 158537B
3 6 vægtdele diethylenglycolmonobutylether 90 vægtdele højtkogende testbenzin (krystalolie 60) udviser en god gennemtrængningsevne og kan f.eks. anvendes som grundering til bygningstræ.3 6 parts by weight of diethylene glycol monobutyl ether 90 parts by weight of high-boiling test gasoline (crystal oil 60) exhibit good permeability and can e.g. used as a foundation for building wood.
5 Eksempel 2Example 2
Et præparat (farvet lasur) af 1,3 vægtdele bis-(tri-n-butyltin)oxid 2,2 vægtdele 2,5-dimethyl-N-cyklohexyl-N-methoxy-3-furan= carbonsyreamid 10 30 vægtdele alkydharpiks (synthaiat MF 620-, 60%'ig) 0,5 vægtdele sikkativer 0,5 vægtdele antiafsætningsmiddel 8.5 vægtdele pasta af jernoxidrødt 1.5 vægtdele pasta af jernoxidsort 15 5 vægtdele diethylenglycolmonobutylether 50,5 vægtdele højtkogende testbenzin (krystalolie 60) er egnet til påstrygning af vinduesrammer, døre, træforskallinger, osv.A preparation (colored lasure) of 1.3 parts by weight of bis- (tri-n-butyltin) oxide 2.2 parts by weight of 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furan = carboxylic acid amide 30 parts by weight of alkyd resin (synthetic) MF 620, 60% g) 0.5 parts by weight of sedatives 0.5 parts by weight of antifouling 8.5 parts by weight of paste of iron oxide red 1.5 parts by weight of paste of iron oxide 15 5 parts by weight of diethylene glycol monobutyl ether 50.5 parts by weight of high boiling test gasoline (crystal oil 60) is suitable for coating window frames, doors, wooden shutters, etc.
Eksempel 3 20 15 vægtdele bis-(tri-n-butyltin)oxid 15 vægtdele 2,5-dimethyl-N-cyklohexyl-N-methoxy-3-furan= carbonsyreamid 70 vægtdele ikke-ionogen emulgator (Marlomet ISM).Example 3 15 parts by weight of bis- (tri-n-butyltin) oxide 15 parts by weight 2,5-dimethyl-N-cyclohexyl-N-methoxy-3-furan = carboxylic acid amide 70 parts by weight non-ionic emulsifier (Marlomet ISM).
Den klare blanding giver i forholdet 1:5 til 1:30 fortyndet 25 med vand stabile emulsioner, som kan påføres til beskyttelse af frisk kvældet træ ved påstrygning, sprøjtning eller neddypning.The clear blend gives a ratio of 1: 5 to 1:30 diluted 25 with water stable emulsions which can be applied to protect freshly swollen wood by application, spraying or dipping.
DK 158537BDK 158537B
Tabel 1 4Table 1 4
Til sammenligning af virkningen blev runde papirfiltre (diameter 5,5 cm) vædet med de i tabe11én omhandlede ethanoliske opløsninger, tørret i luften og derefter lagt 5 i Petri-skåle på pladetællingsagarr som var podet med bakteriesuspension. Pladerne blev inkuberet i 2 dage ved +37°C. Derefter blev størrelserne af hæmningszonerne om filteret bestemt: Hæmningszone i mmTo compare the effect, round paper filters (5.5 cm diameter) were soaked with the ethanolic solutions provided in the table, dried in the air and then placed 5 in Petri dishes on plate count agar seeded with bacterial suspension. The plates were incubated for 2 days at + 37 ° C. Then the sizes of the inhibition zones about the filter were determined: Inhibition zone in mm
Bacillus Proteus vægt% i Bacillus mesente- vulgarisBacillus Proteus wt% in Bacillus mesente vulgaris
Virksomt stof ethanol subtilis ricusActive substance ethanol subtilis ricus
Bis-(tributyltin) oxid 0,5 2-3 3-5 0-1 (TBTO) 0,75 5-7 5-6 2-3 1.5 10-12 8-10 5-6Bis (tributyltin) oxide 0.5 2-3 3-5 0-1 (TBTO) 0.75 5-7 5-6 2-3 1.5 10-12 8-10 5-6
Tributyltinbenzoat 1,0 5-6 5-7 2-3 (TBTB) 2,0 10-12 10-12 5-6Tributyltin benzoate 1.0 5-6 5-7 2-3 (TBTB) 2.0 10-12 10-12 5-6
Tributyltin= naphthenat 1,5 4-6 3-5 0-1 (TBTN) 3,0 8-10 7-9 1-2Tributyltin = naphthenate 1.5 4-6 3-5 0-1 (TBTN) 3.0 8-10 7-9 1-2
Tributyltinlino= 1,5 4-5 3-5 0-1 leat 2,0 4-5 6-8 1-2 (TBTL) 3,0 8-10 7-9 1-3 2,5-dimethyl-N-cy= 1,0 0-1 0-1 0 klohexyl-N-methoxy- 3-furancarbonsyre- ' amid 2,0 0-1 0-1 0 2.5 1-2 1-2 0 3,0 2-4 1-2 0-1Tributyltinlino = 1.5 4-5 3-5 0-1 leat 2.0 4-5 6-8 1-2 (TBTL) 3.0 8-10 7-9 1-3 2,5-dimethyl-N- cy = 1.0 0-1 0-1 0 clohexyl-N-methoxy-3-furancarboxylic acid amide 2.0 0-1 0-1 0 2.5 1-2 1-2 0 3.0 2-4 1- 2 0-1
Tabel 1 (fortsat)Table 1 (continued)
DK 158537 BDK 158537 B
55
Hsattningszone i irmProvision zone in irm
Bacillus Proteus: vægt% i Bacillus mesente- vulgaris Virksomt stof..... thanol subtilis. ricus TBTO: 2,5-dime= 0,5:1,0 6-8 4-6 2-3 thyl-N-cyklohexyl- 0 5;1 5 8_10 5_7 3-4 N-methoxy-3-furan- ' carbonsyreamid 0,5:2,0 8-10 8-10 4-5 0,75:1,0 8-10 8-10 6-8 0,75:1,5 9-11 9-11 6-8 TBTB: 2,5-dime= 1,0:1,0 10-12 10-12 4-6 thyl-N-cyklohexyl- N-methoxy-3-furan- carbonsyreamid TBTN: 2,5-dime= 1,5:1,0 8-10 8-10 5-7 thyl-N-cyklohexyl- N-me thoxy-3-furan- carbonsyreamid TBTL: 2,5-dime= 1,5:1,0 6-7 6-8 3-4 thyl-N-cyklohexyl- N-methoxy-3-furan- ' r carbonsyreamid 1,5-2,0 7-9 8-10 4-5 2,0:1 6-8 6-8 4-5 2,0:1,5 8-10 8-10 4-5 O-prøve 00 0Bacillus Proteus:% by weight in Bacillus mesente vulgaris Active substance ..... thanol subtilis. ricus TBTO: 2,5-dime = 0.5: 1.0 6-8 4-6 2-3 thyl-N-cyclohexyl-5; 1 5 8_10 5_7 3-4 N-methoxy-3-furan carboxylic acid amide 0.5: 2.0 8-10 8-10 4-5 0.75: 1.0 8-10 8-10 6-8 0.75: 1.5 9-11 9-11 6-8 TBTB : 2,5-dime = 1.0: 1.0 10-12 10-12 4-6 Thyl-N-cyclohexyl-N-methoxy-3-furanecarboxylic acid amide TBTN: 2,5-dime = 1.5: 1.0 8-10 8-10 5-7 Thyl-N-cyclohexyl-N-methoxy-3-furanecarboxylic acid amide TBTL: 2,5-dime = 1.5: 1.0 6-7 6-8 3 -4 thyl-N-cyclohexyl-N-methoxy-3-furanic carboxylic acid amide 1.5-2.0 7-9 8-10 4-5 2.0: 1 6-8 6-8 4-5 2 , 0: 1.5 8-10 8-10 4-5 O sample 00 0
Tabel 2 6Table 2 6
t, DK 158557Bt, DK 158557B
Efter metoden fra tabel 1 blev vædede runde papirfiltre lagt på biomaltagar, der var sprøjtet med sporesuspensioner af forsøgssvampe,og inkuberet i 3 uger ved +30°C. Derefter blev hæmnings zonerne om filtrene· bestemt: Hæmningszone i mm (FZ = farveændringszone af sporulering)Following the method of Table 1, wet round paper filters were applied to biomalt agar sprayed with spore suspensions of test sponges and incubated for 3 weeks at + 30 ° C. Then the inhibition zones around the filters were determined · Inhibition zone in mm (FZ = color change zone of sporulation)
Cladospo- Tricho - vægt% i Poria mon- rum her- derma Virksomt stof ethanol ticula barum viride (FZ) TB TO 0,75 8-10 6-7 2-3 (8-10) 1,5 12-15 10-12 3-5 (15) TBTN 1,5 5-7 0-1 1-2 (6-8) 3,0 8-10 1-2 2-3 (10-12) 2,5-dimethyl- 1,0 0-1 0 * 0 * N-cyklohexyl- * * N-methoxy-3- *,O x A u u furancarbon- 3,0 8-10 0 * 0 * syreamid TBTO: 2,5-dime= 0,75:1,0 15 7-9 4-6 (15) thyl-N-cyklohexyl- N-methoxy-3-furan- carbonsyreamid TBTN: 2,5-dime= 1,5:1,0 >15 2-3 2-3 (10-12) thyl-N-cyklohexyl- N-methoxy-3-furan- carbonsyreamid O-prøve Q * Q * & = stærk bevoksning af prøven.Cladospo-Tricho -% by weight in Poria monomer herderma Active substance ethanol ticula barum viride (FZ) TB TO 0.75 8-10 6-7 2-3 (8-10) 1.5 12-15 10- 12 3-5 (15) TBTN 1.5 5-7 0-1 1-2 (6-8) 3.0 8-10 1-2 2-3 (10-12) 2,5-dimethyl-1, 0 0-1 0 * 0 * N-cyclohexyl- * * N-methoxy-3- *, O x Auu furan carbon 3.0 8-10 0 * 0 * Acid amide TBTO: 2,5-dime = 0.75 : 1.0 7-7 4-6 (15) Thyl-N-cyclohexyl-N-methoxy-3-furanecarboxylic acid amide TBTN: 2,5-dime = 1.5: 1.0> 2-3 -3 (10-12) thyl-N-cyclohexyl-N-methoxy-3-furanecarboxylic acid amide O sample Q * Q * & = strong growth of the sample.
Tabel 3Table 3
DK 158537 BDK 158537 B
77
Efter metoden fra tabel 2 blev hæmningszonen om filtrene bestemt: Hæmningszone i mm (FZ = farveændringszone af sporulering) vægt% i Pullularia Aspergillus Aspergillus Virksomt stof ethanol pulluians . ustus . versicolor TBTB 1,0 2-3 3-4 2-3 2.0 4-6 5-7 4-6 TBTL 1,5 0 0-1 1-2 3.0 0-1 1-2 3-4 2,5-dimethyl- 1,0 01 0 1 01 N-cyklohexyl- 20 01 01 01 N-methoxy-3- ' . 1 1 furancarbon- 3,0 0 0 0 syreamid TBTB: 2,5-dime- 1,0:1,0 6-8 2-3 4-6 thyl-N-cyklohexyl- FZ(15) N-methoxy-3-furan-carbonsyreamid TBTL: 2,5-dime- 1,5:1,0 2-3 0-1 3-4 thyl-N-cyklohexyl- FZ(6-8) N-methoxy-3-furan- carbonsyreamid O-prøve 0 1 0 1 0 1 = stærk bevoksning af prøven.Following the method of Table 2, the inhibition zone of the filters was determined: Inhibition zone in mm (FZ = color change zone of sporulation) wt% in Pullularia Aspergillus Aspergillus Active substance ethanol pulluians. ustus. versicolor TBTB 1.0 2-3 3-4 2-3 2.0 4-6 5-7 4-6 TBTL 1.5 0 0-1 1-2 3.0 0-1 1-2 3-4 2,5-dimethyl - 1.0 01 0 1 01 N-cyclohexyl N-methoxy-3- '. 1 1 furan carbon-3.0 0 0 0 acid amide TBTB: 2,5-dime-1.0: 1.0 6-8 2-3 4-6 thyl-N-cyclohexyl-FZ (15) N-methoxy-3 -furan-carboxylic acid amide TBTL: 2,5-dime-1,5: 1,0 2-3 0-1 3-4 thyl-N-cyclohexyl-FZ (6-8) N-methoxy-3-furan-carboxylic acid amide O sample 0 1 0 1 0 1 = strong growth of the sample.
DK 158537BDK 158537B
88
Tabel 4Table 4
Efter metoden fra tabel 2 blev hæmningszonerne om filtrene bestemt: Hæmningszone x mm (FZ = farveændringszone af sporulering) vægt% i Pullularia TrichodermaFollowing the method of Table 2, the inhibition zones about the filters were determined: Inhibition zone x mm (FZ = color change zone of sporulation) wt% in Pullularia Trichoderma
Virksomt stof ethanol . pullulans vir.ide 2,5-dimethyl- 1,0 0 * 0 * N-oyklohexyl- , n * n * N-methoxy-3- ' . .Active substance ethanol. pullulans viride 2,5-dimethyl-1,0 0 * 0 * N-oyclohexyl-, n * n * N-methoxy-3- '. .
furancarbon- 2,0 0 0 syreamid 2f5 0 * 0-1 * TBTO 0,5 3-4 2-3 FZ (8-10) 0,75 4-5 3-4 FZ (10-12) TBTL 1,5 0 0 FZ (6-8) 2,0 0-1 0-1 FZ (8-10) TBTO: 2,5-dime- 0,5:1,0 4-5'FZ (8-10) 4-5 FZ (8-10) thyi-N-cyklohexyl·- 0,5:1,5 5-6 FZ (8-10) 5-6 FZ (10-12) N-methoxy-3-furan- ' ' syreamid 0,5:2,0 6-7 FZ (10-12) 5-6 FZ (10-12) 0,75:1,0 5-6 FZ (10-12) 5-7 FZ (12-15) 0,75:1,5 7-8 FZ (10-12) 6-8 FZ (12-15) TBTL: 2,5-dime- 1,5:1,0 1-2 FZ (5-7) 0-1 FZ (6-8) thyi-N-cyklohexy!- i 5:1,5 2-3 FZ (6-8) 1-2 FZ Ϊ6-8) N-methoxy-3-furan- r ' syreamid 1,5:2,0 3-4 FZ (8-10) 2-3 FZ (8-10) 2,0:1 3-4 FZ (8-10) 2-3 FZ (10-12) 2,0:1,5 3-4 FZ" (10-12) 3-4 FZ (10-12) = stærk bevoksning af prøven.furan carbon 2.0 0 0 acid amide 2f5 0 * 0-1 * TBTO 0.5 3-4 2-3 FZ (8-10) 0.75 4-5 3-4 FZ (10-12) TBTL 1.5 0 0 FZ (6-8) 2.0 0-1 0-1 FZ (8-10) TBTO: 2.5-dime 0.5: 1.0 4-5'FZ (8-10) 4- 5 FZ (8-10) Thi-N-cyclohexyl · 0.5: 1.5 5-6 FZ (8-10) 5-6 FZ (10-12) N-methoxy-3-furanic acid amide 0.5: 2.0 6-7 FZ (10-12) 5-6 FZ (10-12) 0.75: 1.0 5-6 FZ (10-12) 5-7 FZ (12-15) 0.75: 1.5 7-8 FZ (10-12) 6-8 FZ (12-15) TBTL: 2.5-dime 1.5: 1.0 1-2 FZ (5-7) 0 -1 FZ (6-8) Thi-N-cyclohexyl-5: 1.5 2-3 FZ (6-8) 1-2 FZ6-8) N-Methoxy-3-furanic acid amide 1 , 5: 2.0 3-4 FZ (8-10) 2-3 FZ (8-10) 2.0: 1 3-4 FZ (8-10) 2-3 FZ (10-12) 2.0 : 1.5 3-4 FZ "(10-12) 3-4 FZ (10-12) = strong overgrowth of the sample.
Claims (3)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3122270 | 1981-06-04 | ||
DE19813122270 DE3122270A1 (en) | 1981-06-04 | 1981-06-04 | BACTERICIDAL AND FUNGICIDAL AGENT |
Publications (3)
Publication Number | Publication Date |
---|---|
DK249882A DK249882A (en) | 1982-12-05 |
DK158537B true DK158537B (en) | 1990-06-05 |
DK158537C DK158537C (en) | 1990-11-12 |
Family
ID=6133943
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK249882A DK158537C (en) | 1981-06-04 | 1982-06-03 | BACTERICIDE AND FUNGICIDE AGENT CONTAINING A MIXTURE OF TRIALKYLTYL COMPOUNDS AND 2,5-DIMETHYL-N-CYCLOHEXYL-N-METHOXY-3-FURANCARBONIC ACID AMIDE |
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)
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)
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 |
-
1981
- 1981-06-04 DE DE19813122270 patent/DE3122270A1/en not_active Withdrawn
-
1982
- 1982-05-22 EP EP82104499A patent/EP0066764B1/en not_active Expired
- 1982-05-22 DE DE8282104499T patent/DE3262623D1/en not_active Expired
- 1982-05-22 AT AT82104499T patent/ATE12160T1/en not_active IP Right Cessation
- 1982-06-03 NO NO821845A patent/NO157362C/en unknown
- 1982-06-03 DK DK249882A patent/DK158537C/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
NO821845L (en) | 1982-12-06 |
ATE12160T1 (en) | 1985-04-15 |
DE3122270A1 (en) | 1982-12-23 |
NO157362C (en) | 1988-03-09 |
NO157362B (en) | 1987-11-30 |
DE3262623D1 (en) | 1985-04-25 |
DK249882A (en) | 1982-12-05 |
EP0066764B1 (en) | 1985-03-20 |
EP0066764A1 (en) | 1982-12-15 |
DK158537C (en) | 1990-11-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US3970755A (en) | Biocidal compositions | |
MXPA94006411A (en) | Oxatiazinas conservadoras de mad | |
DK158537B (en) | BACTERICIDE AND FUNGICIDE AGENT CONTAINING A MIXTURE OF TRIALKYLTYL COMPOUNDS AND 2,5-DIMETHYL-N-CYCLOHEXYL-N-METHOXY-3-FURANCARBONIC ACID AMIDE | |
CA1176804A (en) | Bactericidal and fungicidal agent and aqueous formulations containing same | |
EP0208882B1 (en) | Combinations of biocidal agents | |
CH494533A (en) | Polychlorobenzimidazole bactericides for - protecting cellulosic non-textiles | |
US5344482A (en) | Use of thiadiazoles as biocides for material protection | |
US5149365A (en) | Diorganotin compounds, and agents which have a bactericidal and fungicidal action and contain these compounds | |
US3903288A (en) | Pesticide for the protection of wood comprising a mixture of methyl 2-benzimidazole-carbonate or a salt thereof and the aluminum salt of N-nitroso-N-cyclohexylhydroxylamine | |
CH629367A5 (en) | FUNGICIDE. | |
EP0475123A1 (en) | Use of 2-n-alkyl-1,2-benzisothiazolin-3-ones as technical microbiocides | |
US4514225A (en) | Triorganotin acetylsalicylates and biocides containing the same | |
DE2847400A1 (en) | SALINE AMINORGANOSILANESTER-PHENOL ADDUCT AND PROCESS FOR THEIR PREPARATION | |
FI74867C (en) | FOERFARANDE FOER BEHANDLING AV TRAE MOT I TRAE FOEREKOMMANDE SVAMPAR OCH BAKTERIER. | |
US4968455A (en) | Tris(triorganotin) esters of trimeric fatty acids | |
DE2033720A1 (en) | Use of 2 hydroxybenzophenones to combat harmful microorganisms | |
DE1951905A1 (en) | Fungicide bactericide for technical - products | |
DD155001A1 (en) | WOOD PROTECTIVE PAINTINGS | |
NO177593B (en) | The reaction product of a dialkyltin compound with N-cyclohexyl-N'-hydroxy-diazenium oxide, agents having bactericidal and fungicidal action and wood preservative containing these compounds and the use of said agents | |
CH490011A (en) | Use of benzimidazole compounds to combat harmful microorganisms outside the textile industry |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PBP | Patent lapsed |