NO152326B - Anvendelse av n,n-dimetyl-n`-p-tolyl-n`-diklorfluormetyltio-sulfamid til beskyttelse av trevirke mot sopp - Google Patents
Anvendelse av n,n-dimetyl-n`-p-tolyl-n`-diklorfluormetyltio-sulfamid til beskyttelse av trevirke mot sopp Download PDFInfo
- Publication number
- NO152326B NO152326B NO793165A NO793165A NO152326B NO 152326 B NO152326 B NO 152326B NO 793165 A NO793165 A NO 793165A NO 793165 A NO793165 A NO 793165A NO 152326 B NO152326 B NO 152326B
- Authority
- NO
- Norway
- Prior art keywords
- dimethyl
- tolyl
- sulfamide
- protection
- dichlorfluormethyltio
- Prior art date
Links
- KSQXVLVXUFHGJQ-UHFFFAOYSA-M Sodium ortho-phenylphenate Chemical compound [Na+].[O-]C1=CC=CC=C1C1=CC=CC=C1 KSQXVLVXUFHGJQ-UHFFFAOYSA-M 0.000 title 1
- 239000002023 wood Substances 0.000 claims description 10
- 241000233866 Fungi Species 0.000 claims description 6
- 241000221198 Basidiomycota Species 0.000 claims 1
- 239000013543 active substance Substances 0.000 description 15
- 239000003795 chemical substances by application Substances 0.000 description 6
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000009472 formulation Methods 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 241000700159 Rattus Species 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- 231100000331 toxic Toxicity 0.000 description 3
- 230000002588 toxic effect Effects 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 2
- 241000221866 Ceratocystis Species 0.000 description 2
- 239000008272 agar Substances 0.000 description 2
- -1 benzimidazolyl methyl carbamates Chemical class 0.000 description 2
- 230000037396 body weight Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 2
- QYWUBUCXNBNXLM-UHFFFAOYSA-N 1-methyl-4-(sulfamoylamino)benzene Chemical compound CC1=CC=C(NS(N)(=O)=O)C=C1 QYWUBUCXNBNXLM-UHFFFAOYSA-N 0.000 description 1
- 241000094558 Antrodia sinuosa Species 0.000 description 1
- 241001515917 Chaetomium globosum Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241001626940 Coniophora cerebella Species 0.000 description 1
- QTDRLOKFLJJHTG-UHFFFAOYSA-N Furmecyclox Chemical compound C1=C(C)OC(C)=C1C(=O)N(OC)C1CCCCC1 QTDRLOKFLJJHTG-UHFFFAOYSA-N 0.000 description 1
- 241000222451 Lentinus tigrinus Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000879158 Ophiostoma piceae Species 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 241000222355 Trametes versicolor Species 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000011194 food seasoning agent Nutrition 0.000 description 1
- 238000003304 gavage Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 239000002855 microbicide agent Substances 0.000 description 1
- LXCJGJYAOVCKLO-UHFFFAOYSA-N n-cyclohexyl-n-hydroxynitrous amide Chemical compound O=NN(O)C1CCCCC1 LXCJGJYAOVCKLO-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 231100000041 toxicology testing Toxicity 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
- A01N47/04—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing >N—S—C≡(Hal)3 groups
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Forests & Forestry (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Luminescent Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Oppfinnelsen vedrører anvendelsen av N,N-dimetyl-N'-p-tolyl-N'-diklorfluormetyltio-sulfamid til beskyttelse av trevirke mot sopp.
Fra tysk patent 12 38 139 er det kjent sulfamider samt N,N-dimetyl-N'-tolyl-N'-diklorfluormetyltio-sulfamid som middel mot mugg- og bakterieangrep av påstrykninger og kunststoff-
overtrekk. De mikrobizide midler innarbeides i påtryknings-
stoffene eller i kunststoffene.
Ved den mikrobizide appretering av tre er det vanligvis ikke
mulig å innarbeide et fast virksomt stoff i treet. Det er der-
for generelt vanlig å formulere det virksomme stoff med et opp-løsningsmiddel og å påføre det på treet. (Chemie der Pfanzen-
schutz- und Schadlingsbekampfungsmittel, bind 4, side 257-72,
Springer Verlag 1977).
Virkningen av N,N-dimetyl-N'-fenyl-N'-(fluor-diklormetyltio)-
sulfamid mot trebeskadigende sopp omtales i "Holz als Roh-
und Werkstoff, 35 (1977) 233-237". N,N-dimetyl-N'-fenyl-N"-(fluor-diklormetyltio)-sulfamid oppløser seg imidlertid meget dårlig i de for trebeskyttelsesmiddelet vanlige formulerings-
midler, således at det er nødvendig rr.ed store formulerings-middelmengder for å bringe den nødvendige mengde av virksomt stoff på og/eller i treeet.
N-N-dimetyl-N'-p-tolyl-N<1->diklorfluormetyltio-sulfamid er et
nytt middel til bekjempelse av trebeskadigende sopp, som over-
raskende er meget godt oppløselig i organiske oppløsnings-
mideler således at dets anvendelse som virksomt stoff i treim-pregneringsmidler er mulig uten vanskeligheter og med fordeler.
Som oppløsningsmidlerfor det virksomme stoff ifølge oppfinn-
elsen skal det nevnes de i treimpregneringsmiddelet vanligvis
anvendte oppløsningsmiddel (Ullmann> bind 8, side 553, 1957).
Eksempelvis skal det nevnes: jordolje- og bensinfraksjoner som prøvebensin, videre oppløsningsformidlere, som etylacetat og xylen. Fortrinnsvis skal det nevnes blandinger av aromatiske
o
hydrokarboner (kp. 150-180 C) og bensinfraksjoner (kp 140-200°C).
Det virksomme stoff ifølge oppfinnelsen oppløses vanligvis i i mengder fra 0,35 til 3,5%, fortrinnsvis fra 1,5 til 3% i opp-løsningsmiddelet.
Den uventet gode oppløselighet av det virksomme stoff ifølge oppfinnelsen i de for treimpregneringsmiddel vanlige oppløs-:ningsmidler, har til følge at det nødvendige anvendelsesvolum
er lite. Derved faller den lille toksisitet av det virksomme stoff ifølge oppfinnelsen spesielt i øynene. I motsetning til
kjente virksomme stoffer som anvendes eller foreslås til bekjempelse av beskadigende sopp, f.eks. pentaklorfenol, virker det virksomme stoff ifølge oppfinnelsen hverken kumulerende eller perkutant toksisk.
;Fremstillingen av N,N-dimetyl-N'-p-tolyl-N'-diklorfluormetyl-tio-sulf amid er kjent (fransk patent 1310083) og kan eksempelvis foregå ved omsetning av N,N-dimetyl-N<1->p-tolyl-sulfamid med fluordiklormetansulfonylklorid.
N,N-dimetyl-N'-p-tolyl-N'-diklorfluormetyltio-sulfamid er virksomt overfor trebeskadigende sopp som Ceratocystis piceae, Ceratocystis pini, Ceratocystis coerulenceus, Chaetomium globosum, Coniophora cerebella, Coriolus versicolor, Lentinus tigrinus og Poria vaporaria.
Formuleringen av det virksomme stoff ifølge oppfinnelsen foregår på vanlig måte, eksempelvis ved innrøring av det virksomme stoff i formuleringsmiddelet.
Selvsagt er det mulig å kombinere det virksomme stoff ifølge oppfinnelsen med andre virksomme stoffer. Foretrukket er kombi-nasjoner med benzimidazolyl-metyl-karbamater, tiazolylbenzimi-dazol, sinkdimetylditiokarbamat, tetrametyltiuramdisulfid, N-nitroso-cyklohexyl-hydroksylamin, N-cyklohexyl-N-metoksy-2,5-dimetyl-3-furamid.
Eksempel 1
Bestemmelse av den minimale hemmekonsentrasjon (MHK):
En agar, som fremstilles av ølkrydder og pepton, blandes med
det virksomme stoff ifølge oppfinnelsen i konsentrasjoner på 2 mg/l. Etter agarens stivning foregår kontaminasjonen med ren-kulturen av de i Tabell 1 oppførte prøveorganismer. Etter 2
ukers lagring ved 28°C og 60-70% relativ luftfuktighet be-
stemmes MHK. MHK er den laveste konsentrasjonen av virksomt stoff, hvor det ikke foregår noen vekst på grunn av den anvendte mikrobetype, hvilket er angitt i følgende tabell 1:
Eksempel 2
Oppløselighet i vekt-% av N,N-dimetyl-p-tolyl-N'-diklorfluor-metyltio-sulf amid (A) sammenlignet til N,N-dimetyl-N'-fenyl-N'-diklorfluormetyltio-sulfamid (B) og N-diklorfluormetyltio-ftalimid (C).
Eksempel 3
Toksikologiske undersøkelser med N,N-dimetyl-N'-p-tolyl-N'-diklorfluormetyltio-sulfamid.
N,N-dimetyl-N'-p-tolyl-N'-diklorfluormetyltio-sulfamid oppløst i aceton har etter en gangs administrering ved hjelp av sluk-sonde på hannrotter en LD5Q pr. os> 2500 mg/kg legemsvekt. Beregning av LD5g foregikk ved hjelp av probitanalyse (Fink et al., Methods of information in medicin, 5, 19, 1966).
Sammenligningsstoff:
Pentaklorfenol; LD50 Pr- os l60 mg/kg legemsvekt rotter (Caines, Toxycology and Applied Pharmacology 14, 515, 1969).
Den kutane behandling av hannrotter med N,N-dimetyl-N'-p-tolyl-N'-diklorfluormetyltio-sulfamid viste at N,N-dimetyl-N'-p-tolyl-N'-diklorfluormetyltio-sulfamid perkutant er like så lite toksisk som det kjente N,N-dimetyl-N<1->fenyl-N<1->diklor-fluormetyltio-sulfamid, LD5Q kutan er større enn 500 mg/kg. Derimot virker pentaklorfenol perutant toksisk; LD^q kutant 325 mg/kg.
Claims (2)
1. Anvendelse av N,N-dimetyl-N'-p-tolyl-N'-diklorfluor-metyltio-sulf amid til beskyttelse av treverk mot sopp.
2. Anvendelse ifølge krav 1, til beskyttelse av treverk mot basidiomyceter. j
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19782844605 DE2844605A1 (de) | 1978-10-13 | 1978-10-13 | Verwendung von n,n-dimethyl-n'-p- tolyl-n'-dichlorfluormethylthiosulfamid zur bekaempfung von holzschaedigenden pilzen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO793165L NO793165L (no) | 1980-04-15 |
| NO152326B true NO152326B (no) | 1985-06-03 |
| NO152326C NO152326C (no) | 1985-09-11 |
Family
ID=6052077
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO793165A NO152326C (no) | 1978-10-13 | 1979-10-02 | Anvendelse av n,n-dimetyl-n`-p-tolyl-n`-diklorfluormetyltio-sulfamid til beskyttelse av trevirke mot sopp |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4427698A (no) |
| EP (1) | EP0010635B1 (no) |
| JP (1) | JPS5553508A (no) |
| AT (1) | ATE46T1 (no) |
| AU (1) | AU528684B2 (no) |
| BR (1) | BR7906546A (no) |
| CA (1) | CA1124959A (no) |
| DE (2) | DE2844605A1 (no) |
| DK (1) | DK145567C (no) |
| FI (1) | FI64529C (no) |
| IE (1) | IE48849B1 (no) |
| NO (1) | NO152326C (no) |
| ZA (1) | ZA795459B (no) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2927349A1 (de) * | 1979-07-06 | 1981-01-29 | Solvay Werke Gmbh | Mittel zum konservieren von holz und holzwerkstoffen sowie verfahren zur herstellung des konservierungsmittels |
| EP0792950A4 (en) * | 1995-09-28 | 1998-12-16 | Kawasaki Steel Co | METHOD FOR UNLOADING A DEPOSIT OF SOLID PARTICLES AND EQUIPMENT THEREOF |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL277492A (no) | 1960-11-03 | |||
| DE1238139B (de) | 1964-04-11 | 1967-04-06 | Bayer Ag | Mikrobizide Mittel fuer Anstriche und Kunststoffueberzuege |
| DE2711639C2 (de) * | 1977-03-17 | 1986-04-24 | Desowag-Bayer Holzschutz GmbH, 4000 Düsseldorf | Mittel zum Konservieren von Holz und Holzwerkstoffen, Verfahren zur Herstellung des Mittels und Verwendung des Mittels |
-
1978
- 1978-10-13 DE DE19782844605 patent/DE2844605A1/de not_active Withdrawn
-
1979
- 1979-10-02 NO NO793165A patent/NO152326C/no unknown
- 1979-10-03 EP EP79103777A patent/EP0010635B1/de not_active Expired
- 1979-10-03 DE DE7979103777T patent/DE2960316D1/de not_active Expired
- 1979-10-03 AT AT79103777T patent/ATE46T1/de not_active IP Right Cessation
- 1979-10-10 FI FI793146A patent/FI64529C/fi not_active IP Right Cessation
- 1979-10-11 AU AU51683/79A patent/AU528684B2/en not_active Ceased
- 1979-10-11 JP JP13009679A patent/JPS5553508A/ja active Pending
- 1979-10-11 CA CA337,382A patent/CA1124959A/en not_active Expired
- 1979-10-12 ZA ZA00795459A patent/ZA795459B/xx unknown
- 1979-10-12 IE IE1946/79A patent/IE48849B1/en unknown
- 1979-10-12 DK DK432779A patent/DK145567C/da not_active IP Right Cessation
- 1979-10-12 BR BR7906546A patent/BR7906546A/pt unknown
-
1981
- 1981-12-15 US US06/330,983 patent/US4427698A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| IE48849B1 (en) | 1985-05-29 |
| IE791946L (en) | 1980-04-13 |
| DK145567B (da) | 1982-12-13 |
| FI64529B (fi) | 1983-08-31 |
| ZA795459B (en) | 1980-10-29 |
| DK432779A (da) | 1980-04-14 |
| NO152326C (no) | 1985-09-11 |
| DK145567C (da) | 1983-05-09 |
| AU528684B2 (en) | 1983-05-12 |
| EP0010635A1 (de) | 1980-05-14 |
| BR7906546A (pt) | 1980-06-17 |
| JPS5553508A (en) | 1980-04-19 |
| DE2960316D1 (en) | 1981-08-06 |
| US4427698A (en) | 1984-01-24 |
| FI64529C (fi) | 1983-12-12 |
| ATE46T1 (de) | 1981-05-15 |
| DE2844605A1 (de) | 1980-04-24 |
| AU5168379A (en) | 1980-04-17 |
| FI793146A (fi) | 1980-04-14 |
| EP0010635B1 (de) | 1981-04-29 |
| CA1124959A (en) | 1982-06-08 |
| NO793165L (no) | 1980-04-15 |
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