DK158537B - Baktericidt og fungicidt middel indeholdende en blanding af trialkyltinforbindelser og 2,5-dimethyl-n-cyklohexyl-n-methoxy-3-furancarbonsyreamid - Google Patents
Baktericidt og fungicidt middel indeholdende en blanding af trialkyltinforbindelser og 2,5-dimethyl-n-cyklohexyl-n-methoxy-3-furancarbonsyreamid 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
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- Denmark
- Prior art keywords
- methoxy
- cyclohexyl
- acid amide
- compounds
- dimethyl
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 13
- 239000000203 mixture Substances 0.000 title claims abstract description 8
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 6
- 239000003899 bactericide agent Substances 0.000 title claims abstract 4
- 239000000417 fungicide Substances 0.000 title claims abstract 4
- 150000001408 amides Chemical class 0.000 title description 8
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 239000002023 wood Substances 0.000 claims description 4
- 239000003755 preservative agent Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- VXIPMCKCNSXXJZ-UHFFFAOYSA-N n-cyclohexyl-n-methoxy-2,4-dimethylfuran-3-carboxamide Chemical compound CC1=COC(C)=C1C(=O)N(OC)C1CCCCC1 VXIPMCKCNSXXJZ-UHFFFAOYSA-N 0.000 claims 1
- 239000013543 active substance Substances 0.000 abstract description 7
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract description 4
- 125000000217 alkyl group Chemical group 0.000 abstract description 4
- QTDRLOKFLJJHTG-UHFFFAOYSA-N Furmecyclox Chemical compound C1=C(C)OC(C)=C1C(=O)N(OC)C1CCCCC1 QTDRLOKFLJJHTG-UHFFFAOYSA-N 0.000 abstract description 3
- SBXWFLISHPUINY-UHFFFAOYSA-N triphenyltin Chemical class C1=CC=CC=C1[Sn](C=1C=CC=CC=1)C1=CC=CC=C1 SBXWFLISHPUINY-UHFFFAOYSA-N 0.000 abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- APQHKWPGGHMYKJ-UHFFFAOYSA-N Tributyltin oxide Chemical compound CCCC[Sn](CCCC)(CCCC)O[Sn](CCCC)(CCCC)CCCC APQHKWPGGHMYKJ-UHFFFAOYSA-N 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 230000005764 inhibitory process Effects 0.000 description 8
- 241000233866 Fungi Species 0.000 description 6
- -1 N-methoxy-3-furan carboxylic acid amide Chemical compound 0.000 description 5
- 241000193830 Bacillus <bacterium> Species 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- 230000003115 biocidal effect Effects 0.000 description 4
- 244000005700 microbiome Species 0.000 description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 230000028070 sporulation Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 241000228212 Aspergillus Species 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 241000588769 Proteus <enterobacteria> Species 0.000 description 2
- BYKZJCGUBSQXLZ-UHFFFAOYSA-N [C].C=1C=COC=1 Chemical compound [C].C=1C=COC=1 BYKZJCGUBSQXLZ-UHFFFAOYSA-N 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000004566 building material Substances 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 2
- 238000007598 dipping method Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 238000010409 ironing Methods 0.000 description 2
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 1
- QXKAIJAYHKCRRA-JJYYJPOSSA-N D-arabinonic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C(O)=O QXKAIJAYHKCRRA-JJYYJPOSSA-N 0.000 description 1
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
- 208000012868 Overgrowth Diseases 0.000 description 1
- 241001619461 Poria <basidiomycete fungus> Species 0.000 description 1
- 229920001218 Pullulan Polymers 0.000 description 1
- 241000223259 Trichoderma Species 0.000 description 1
- 241000223261 Trichoderma viride Species 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 230000003373 anti-fouling effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- GOLHZPOXCLTFRB-UHFFFAOYSA-N furan-3-carboxamide Chemical compound NC(=O)C=1C=COC=1 GOLHZPOXCLTFRB-UHFFFAOYSA-N 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 229940049918 linoleate Drugs 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000005609 naphthenate group Chemical group 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 239000001967 plate count agar Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 235000019423 pullulan Nutrition 0.000 description 1
- 229940125723 sedative agent Drugs 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- DBGVGMSCBYYSLD-UHFFFAOYSA-N tributylstannane Chemical compound CCCC[SnH](CCCC)CCCC DBGVGMSCBYYSLD-UHFFFAOYSA-N 0.000 description 1
- JUEAPPHORMOWPK-UHFFFAOYSA-M tributylstannyl benzoate Chemical compound CCCC[Sn](CCCC)(CCCC)OC(=O)C1=CC=CC=C1 JUEAPPHORMOWPK-UHFFFAOYSA-M 0.000 description 1
- PIILXFBHQILWPS-UHFFFAOYSA-N tributyltin Chemical compound CCCC[Sn](CCCC)CCCC PIILXFBHQILWPS-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000003171 wood protecting agent Substances 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
- 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)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (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)
Description
i
DK 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.
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.
Ifølge opfindelsen indgår de aktive forbindelser fortrinsvis i vægtforholdet 2:1 til 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.
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.
30 Det har nu overraskende vist sig, at de omhandlede kombinationer af triorganotinforbindelserne med 2,5-dimethyl-N-cyklohexyl-N-methoxy-
DK 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).
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.
Midlet'indføres i træet i form af opløsninger, eventuelt med farvestoffer og hjælpestoffer, ved påstrygning, sprøjt-15 ning eller neddypning.
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.
Koncentrationen af virksomt stof ligger sædvanligvis i området fra 0,1 til 5% og bestemmes af anvendelseskravene.
25 Eksempel 1
Et farveløst, ikke-bindemiddelholdigt præparat af 2 vægtdele tri-n-butyltinlinoleat 2 vægtdele 2,5-dimethyl-N-cyklohexyl-N-methoxy-3~furan= c arbonsyreamid
DK 158537B
3 6 vægtdele diethylenglycolmonobutylether 90 vægtdele højtkogende testbenzin (krystalolie 60) udviser en god gennemtrængningsevne og kan f.eks. anvendes som grundering til bygningstræ.
5 Eksempel 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.
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).
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.
DK 158537B
Tabel 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 mm
Bacillus Proteus vægt% i Bacillus mesente- vulgaris
Virksomt stof 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 5-6
Tributyltinbenzoat 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 1-2
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 0-1
Tabel 1 (fortsat)
DK 158537 B
5
Hsattningszone i 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 0
Tabel 2 6
t, 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)
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.
Tabel 3
DK 158537 B
7
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.
DK 158537B
8
Tabel 4
Efter metoden fra tabel 2 blev hæmningszonerne om filtrene bestemt: Hæmningszone x mm (FZ = farveændringszone af sporulering) vægt% i Pullularia Trichoderma
Virksomt stof ethanol . pullulans vir.ide 2,5-dimethyl- 1,0 0 * 0 * N-oyklohexyl- , 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.
Claims (3)
1. Baktericidt og fungicidt middel, kendetegnet ved, at det som aktive forbindelser indeholder en blanding af a) trialkyltinforbindelser med et samlet C-antal af de til 5 de enkelte tinatomer bundne alkylgrupper på 9-12 eller triphenyltinforbindelser og b) 2,5-dimethyl-N-cyklohexyl-N-methoxy-3-furancarbonsyreamid i vægtforholdet 4:1 til Γ:4.
2. Middel ifølge krav 1, kendetegnet ved, at de 10 aktive forbindelser indgår i vægtforholdet 2:1 til 1:2.
3. Anvendelse af blandingen ifølge krav 1 til fremstilling af træbeskyttelsesmidler.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19813122270 DE3122270A1 (de) | 1981-06-04 | 1981-06-04 | Bakterizides und fungizides mittel |
| DE3122270 | 1981-06-04 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DK249882A DK249882A (da) | 1982-12-05 |
| DK158537B true DK158537B (da) | 1990-06-05 |
| DK158537C DK158537C (da) | 1990-11-12 |
Family
ID=6133943
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK249882A DK158537C (da) | 1981-06-04 | 1982-06-03 | Baktericidt og fungicidt middel indeholdende en blanding af trialkyltinforbindelser og 2,5-dimethyl-n-cyklohexyl-n-methoxy-3-furancarbonsyreamid |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0066764B1 (da) |
| AT (1) | ATE12160T1 (da) |
| DE (2) | DE3122270A1 (da) |
| DK (1) | DK158537C (da) |
| NO (1) | NO157362C (da) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3139252A1 (de) * | 1981-10-02 | 1983-04-21 | Basf Ag, 6700 Ludwigshafen | Holzschutzmittel |
| DE3522788A1 (de) * | 1985-06-26 | 1987-01-08 | Schering Ag | Biozide wirkstoffkombinationen |
| DE202008000452U1 (de) * | 2008-01-11 | 2009-05-28 | Parkett Leuthe Gmbh | Diele aus Altholz |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1593305A (da) * | 1967-11-22 | 1970-05-25 | ||
| DE2830503A1 (de) * | 1978-07-12 | 1980-01-24 | Solvay Werke Gmbh | Mittel zum konservieren von holz und holzwerkstoffen |
| DE2927349A1 (de) * | 1979-07-06 | 1981-01-29 | Solvay Werke Gmbh | Mittel zum konservieren von holz und holzwerkstoffen sowie verfahren zur herstellung des konservierungsmittels |
| DE3004249A1 (de) * | 1980-02-06 | 1981-08-13 | Desowag-Bayer Holzschutz GmbH, 4000 Düsseldorf | Holzschutzmittelkonzentrat und daraus hergestelltes mittel zum konservieren von holz und holzwerkstoffen |
| DE3014194A1 (de) * | 1980-04-14 | 1981-10-22 | Dr. Wolman Gmbh, 7573 Sinzheim | Waessriges holzschutzmittel |
-
1981
- 1981-06-04 DE DE19813122270 patent/DE3122270A1/de not_active Withdrawn
-
1982
- 1982-05-22 AT AT82104499T patent/ATE12160T1/de not_active IP Right Cessation
- 1982-05-22 DE DE8282104499T patent/DE3262623D1/de not_active Expired
- 1982-05-22 EP EP82104499A patent/EP0066764B1/de not_active Expired
- 1982-06-03 NO NO821845A patent/NO157362C/no unknown
- 1982-06-03 DK DK249882A patent/DK158537C/da not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DK249882A (da) | 1982-12-05 |
| EP0066764B1 (de) | 1985-03-20 |
| DE3122270A1 (de) | 1982-12-23 |
| NO157362C (no) | 1988-03-09 |
| EP0066764A1 (de) | 1982-12-15 |
| DK158537C (da) | 1990-11-12 |
| NO821845L (no) | 1982-12-06 |
| ATE12160T1 (de) | 1985-04-15 |
| DE3262623D1 (en) | 1985-04-25 |
| NO157362B (no) | 1987-11-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PBP | Patent lapsed |