DK166249B - BACTERICIDE AND FUNGICIDE AGENTS AND USE THEREOF - Google Patents
BACTERICIDE AND FUNGICIDE AGENTS AND USE THEREOF Download PDFInfo
- Publication number
- DK166249B DK166249B DK294886A DK294886A DK166249B DK 166249 B DK166249 B DK 166249B DK 294886 A DK294886 A DK 294886A DK 294886 A DK294886 A DK 294886A DK 166249 B DK166249 B DK 166249B
- Authority
- DK
- Denmark
- Prior art keywords
- weight
- tri
- iii
- agents
- wood
- 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
-
- 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
- B27K3/38—Aromatic compounds
- B27K3/40—Aromatic compounds halogenated
-
- 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
Description
DK 166249BDK 166249B
Opfindelsen angår midler, der på grund af deres baktericide og fungicide egenskaber er egnede som desinfektionsmidler, træbeskyttelsesmidler og til at bibringe tekstiler, plast og byggematerialer baktericide og fungicide egenskaber eller som 5 konserveringsmidler samt til at gøre påstrygningsmidler biocide.The invention relates to agents which, because of their bactericidal and fungicidal properties, are useful as disinfectants, wood preservatives and to impart bactericidal and fungicidal properties or as preservatives and to make ironing agents biocidal, textiles, plastics and building materials.
Midlerne ifølge opfindelsen indeholder som virksomme stoffer en blanding af a) tri-n-butyltinforbindelser og 10 b) N-propyl-N-2-(2,4,6-trichlorphenoxy) ethyl-lH-imidazol-1-carboxamid (Prochloraz).The agents of the invention contain as active ingredients a mixture of a) tri-n-butyltin compounds and b) N-propyl-N-2- (2,4,6-trichlorophenoxy) ethyl-1H-imidazole-1-carboxamide (Prochloraz) .
Blandingen af de virksomme stoffer a og b er hensigtsmæssigt i vægtforholdet 9:1 til 1:9, især 3:1 til 1:3.The mixture of the active substances a and b is suitably in the weight ratio of 9: 1 to 1: 9, especially 3: 1 to 1: 3.
Den kraftige virkning af triorganotinforbindelser mod mikro-15 organismer, f.eks. skadelige svampe og bakterier, er kendt. Virkningsoptimuraet for denne klasse af forbindelser foreligger, når det samlede C-antal i de til tin bundne alkylgrupper er 9-12. Anvendelige er derfor især tri-n-butyltinforbindelser, f.eks. tri-n-butyltinoxid.The powerful action of triorganotin compounds against microorganisms, e.g. harmful fungi and bacteria are known. The efficacy optimization for this class of compounds is present when the total C number in the tin-linked alkyl groups is 9-12. Therefore, especially useful are tri-n-butyltin compounds, e.g. tri-n-butyltin oxide.
20 Produktet N-propyl-N-2-(2,4,6-trichlorphehoxy) ethyl-lH-imi-dazol-l-carboxamid er kendt som et godt virkende fungicid med et bredt virkningsspektrum. Særlig udtalt er virkningen mod ascomyceter (sæk-sporesvamp) og deuteromyceter, væsentligt svagere mod basidiomyceter.The product N-propyl-N-2- (2,4,6-trichloro-phenoxy) ethyl-1H-imidazole-1-carboxamide is known as a well-acting fungicide with a broad spectrum of action. Particularly pronounced, the effect against ascomycetes (sac-spore fungus) and deuteromycetes is significantly weaker against basidiomycetes.
25 Det har nu overraskende vist sig, at kombinationen af tri-n-butyltinforbindelser og N-propyl-N-2-(2,4, 6-trichlorphenoxy)-ethyl-lH-imidazol-l-carboxamid udviser en synergistisk virkning mod mikroorganismer. Midlerne ifølge opfindelsen udvider virkningsspektrene for de enkelte stoffer betydeligt og for-30 stærker den hæmmende virkning over for mikroorganismer, mod hvilke de enkelte stoffer allerede i sig selv udviser en god virkning (se tabel 1 og 2).It has now surprisingly been found that the combination of tri-n-butyltin compounds and N-propyl-N-2- (2,4,6-trichlorophenoxy) ethyl-1H-imidazole-1-carboxamide exhibits a synergistic effect against microorganisms. . The agents of the invention significantly extend the spectrum of efficacy of the individual substances and enhance the inhibitory effect against microorganisms against which the individual substances already exhibit a good effect (see Tables 1 and 2).
DK 166249 BDK 166249 B
22
Af tributyltinforbindelser foretrækkes anvendelse af: tri-n-butyltinoxid, tri-n-butyltinchlorid såvel som estre af uorganiske og organiske syrer, såsom tri-n-butyltinnaphthenat, tri-n-butyltinlinoleat, tri-n-butyltintallat, tri-n-butyltin-5 phosphat, tri-n-butyltinabietat, tri-n-butyltinversatat og tri-n-butyltinborat.Of tributyltin compounds, use is made of: tri-n-butyltin oxide, tri-n-butyltin chloride as well as esters of inorganic and organic acids such as tri-n-butyltin naphthenate, tri-n-butyltin linoleate, tri-n-butyltin tallate, tri-n-butyltin -5 phosphate, tri-n-butyltinabietate, tri-n-butyltinversate and tri-n-butyltinborate.
Midlerne ifølge opfindelsen kan især anvendes til træbeskyttelse, da der herved ud over at forhindre nedbrydningen forårsaget af træødelæggende svampe også opnås en beskyttelse 10 mod træblegnende svampe og bakterieangreb. Bakterier bevirker ingen nedbrydning af træ, men kan dog begunstige et angreb af svampe.In particular, the agents of the invention can be used for tree protection since, in addition to preventing the degradation caused by wood-destroying fungi, protection against wood-bleaching fungi and bacterial attacks is also achieved. Bacteria cause no degradation of wood, but can favor an attack by fungi.
Midlerne føres i form af opløsninger, eventuelt med farve eller hjælpestoffer, ind i træet ved påstrygning, indsprøjt-15 ning, påsprøjtning, neddypning eller imprægnering.The agents are introduced into the wood in the form of solutions, optionally with color or auxiliaries, by ironing, injection, spraying, immersion or impregnation.
Yderligere kan midlerne ifølge opfindelsen anvendes til at bibringe materialer og påstrygningsmaterialer eller belægningssystemer biocide egenskaber, hvor de hensigtsmæssigt anvendes i form af præparater, såsom opløsninger, emulsioner, 20 dispersioner med eller uden bindemidler eller med faste bærestoffer eller fortyndingsmidler og eventuelt ved tilsætning af befugtningsmidler, klæbemidler, emulgeringsmidler og dis-pergeringsmidler.Further, the agents of the invention can be used to impart biocidal properties to materials and coating materials or coating systems where they are conveniently used in the form of compositions such as solutions, emulsions, dispersions with or without binders or with solid carriers or diluents and optionally by the addition of wetting agents. adhesives, emulsifiers and dispersants.
Koncentrationerne af de virksomme stoffer ligger i alminde-25 lighed i området fra 0,05 til 50 vægt% og bestemmes af kravene til anvendelsen og af substratets optagelsesevne.The concentrations of the active substances generally range from 0.05 to 50% by weight and are determined by the requirements for use and the absorbency of the substrate.
Til træbeskyttelse anvendes midlerne ifølge opfindelsen, fortrinsvis i opløsning i benzinfraktioner, eventuelt med en tilsætning af penetrationsfremmende midler, bindemidler eller 30 andre opløsningsmidler i koncentrationer fra 0,05 til 5 vægt% og i mængder fra 50 til 400 g opløsning af virksomme stoffer per m2 træoverflade ved påstrygning, påsprøjtning eller lig-For wood protection, the agents of the invention are used, preferably in solution in gasoline fractions, optionally with the addition of penetration promoters, binders or other solvents in concentrations of 0.05 to 5% by weight and in amounts from 50 to 400 g of solution of active substances per m2 wood surface by ironing, spraying or similar
DK 166249BDK 166249B
3 nende.3 nende.
En meget virkningsfuld træbeskyttelse opnås, når midlerne ifølge opfindelsen opløst i egnede stoffer indbringes i træet ved hjælp af specielle tekniske metoder, som f.eks. dobbelt-5 vakuummetode, vakuummetode eller vakuumtrykmetode, således at der opnås en tilføring af fra 0,1 til 3,0, fortrinsvis fra 0,3 til 1,0 kg virksomt stof per m3 træ.A very effective wood protection is obtained when the agents according to the invention dissolved in suitable substances are introduced into the wood by special technical methods such as e.g. double vacuum method, vacuum method or vacuum pressure method so as to obtain a feed of from 0.1 to 3.0, preferably from 0.3 to 1.0 kg of active substance per m3 of wood.
Med midlerne ifølge opfindelsen kan der også fremstilles vandfortyndbare formuleringer, der ligeledes kan anvendes til 10 træbeskyttelse, f.eks. ved påstrygning, imprægnering osv. med emulsioner, der indeholder 0,5 til 3 vægt% virksomt stof.The compositions of the invention can also produce water-dilutable formulations which can also be used for wood protection, e.g. by coating, impregnating etc. with emulsions containing 0.5 to 3% by weight of active substance.
Til beskyttelse af træmaterialer kan der til midlerne ifølge opfindelsen i form af højkoncentrerede opløsninger eller formuleringer med emulgatorer sættes bindemiddel eller klæbestof 15 i mængder fra 0,1 til 2 vægt% i forhold til virksomt stof.For the protection of wood materials, binder or adhesive 15 may be added to the agents of the invention in the form of highly concentrated solutions or formulations with emulsifiers in amounts of 0.1 to 2% by weight relative to the active substance.
Til beskyttelse af tekstiler, f.eks. bomuldsvæv, mod mikroorganismer, kan midlerne påføres som opløsninger, f.eks. i ethanol, xylen og/eller ketoner med koncentrationer af virksomt stof fra 0,05 til 3 vægt% ved påsprøjtning eller impræg-20 nering, idet der eventuelt kan tilsættes et hydrofoberings-middel.For the protection of textiles, e.g. cotton fabric, against microorganisms, the agents can be applied as solutions, e.g. in ethanol, xylene and / or ketones with concentrations of active substance from 0.05 to 3% by weight by spraying or impregnation, optionally adding a hydrophobic agent.
Til at gøre virkningsspektret bredere til opnåelse af en særlig virkning mod specielle mikroorganismer eller til bibringelse af insekticid virkning kan midlerne ifølge opfindelsen 25 kombineres med andre virksomme stoffer. Hertil egner sig f.eks.: 3-j od-2-propynyl-butyl-carbamat, kobbernaphthenat, kobber-8-oxiquinolin, 30 N-cyklohexyl-N-methoxy-2,5-dimethyl-furan-3-carboxylsyreamid, N,N-dimethyl-N' -phenyl-Ν' -fluordichlormethyl-thiosulfonyldi-In order to broaden the spectrum of action to achieve a particular action against particular microorganisms or to provide insecticidal activity, the agents of the invention may be combined with other active substances. Suitable for example: 3-iodo-2-propynyl-butyl-carbamate, copper naphthenate, copper-8-oxyquinoline, N-cyclohexyl-N-methoxy-2,5-dimethyl-furan-3-carboxylic acid amide, N, N-dimethyl-N '-phenyl-Ν' -fluorodichloromethyl-thiosulfonyl di-
DK 166249 BDK 166249 B
4 amid, N-trichlormethylthio-phthalimid, γ-hexachlorcyklohexan, permethrin.4 amide, N-trichloromethylthiophthalimide, γ-hexachlorocyclohexane, permethrin.
5 Eksempler5 Examples
Eksempel 1Example 1
En farveløs formulering med lavt bindemiddelindhold bestående af 1 vægtdel tri-n-butyltinoxid 10 1 vægtdel N-propyl-N-2-(2,4, 6-trichlorphenoxy) ethyl- IH- imidazol-carboxamid 0,1 vægtdel permethrin 5 vægtdele diethylenglycolmonobutylether 10 vægtdele langoliet alkydharpiks (50%) 15 82,9 vægtdele højtkogende testbenzin (krystalolie 60), udviser en god indtrængningsevne og er velegnet til anvendelse som træbeskyttelsesgrunder til bygningstræ.A colorless low binder formulation consisting of 1 part by weight tri-n-butyltin oxide 1 part by weight N-propyl-N-2- (2,4,6-trichlorophenoxy) ethyl 1 H -imidazole carboxamide 0.1 part by weight permethrin 5 parts by weight diethylene glycol monobutyl ether 10 parts by weight of long-oil alkyd resin (50%) 15 82.9 parts by weight of high-boiling test gasoline (crystal oil 60), exhibits good penetration ability and is suitable for use as wood protection foundations for building wood.
Eksempel 2Example 2
En farvet træbeskyttelseslasur bestående af 20 2,2 vægtdele tri-n-butyltinnapthenat 1,0 vægtdele N-propyl-N-2- (2,4,6-trichlorphenoxy) ethyl- 1H- imidazol-carboxamid 40 vægtdele langoliet alkydharpiks (50%'s) , 0,5 vægtdele sikkativ 25 0,5 vægtdele antiaf lej ringsmiddel 9,2 vægtdele jernoxidrødpasta 0,8 vægtdele j ernoxidsortpasta 6 vægtdele diethylenglycolmonobutylether 39,8 vægtdele højtkogende testbenzin (krystalolie 60),A stained wood protective glaze consisting of 2.2 parts by weight of tri-n-butyltin napthenate 1.0 parts by weight of N-propyl-N-2- (2,4,6-trichlorophenoxy) ethyl-1H-imidazole-carboxamide 40 parts by weight of long-oil alkyd resin (50% 0.5 parts by weight of sicative 25 0.5 parts by weight of anti-scavenger 9.2 parts by weight iron oxide red paste 0.8 parts by weight iron oxide black paste 6 parts by weight diethylene glycol monobutyl ether 39.8 parts by weight high boiling test gasoline (crystal oil 60),
DK 166249BDK 166249B
5 er velegnet til påstrygning på træbyggedele, der skal holde målene, såsom vinduesrammer, døre osv.5 is suitable for ironing on wooden building parts which must hold the dimensions, such as window frames, doors, etc.
Eksempel 3Example 3
En vandfortyndbar kombination af virksomt stof bestående af 5 20 vægtdele tri-n-butyltinlinoleat 20 vægtdele N-propyl-N-2-(2,4,6-trichlorphenoxy)ethyl-1H- imidazol-carboxamid (70%'s i xylen) 60 vægtdele ikke-ionisk emulgator kan fortyndes med vand i det brede område 1:5-1:50 og giver 10 stabile emulsioner til påstrygning, påsprøjtning eller ned-dypning af f.eks. frisk fældet træ.An active substance water-diluent consisting of 5 parts by weight of 20-tri-n-butyltin linoleate 20 parts by weight of N-propyl-N-2- (2,4,6-trichlorophenoxy) ethyl-1H-imidazole-carboxamide (70% Si xylene) 60 parts by weight of non-ionic emulsifier can be diluted with water in the wide range of 1: 5-1: 50 to provide 10 stable emulsions for coating, spraying or dipping e.g. freshly felled wood.
Den ufortyndede formulering anvendes i koncentrationer fra 0,2 til 3 vægt% til at give biocid virkning til vandige på-strygningsmidler, f.eks. dispersioner på acrylat-basis.The undiluted formulation is used at concentrations of 0.2 to 3% by weight to give biocidal action to aqueous irrigants, e.g. dispersions on acrylate basis.
15 For at sammenligne virkninger blev runde papirfiltre (diameter 5,5 cm) gennemvædet med de i tabel 1 og 2 nærmere karakteriserede ethanolopløsninger, lufttørret og derefter anbragt i petriskåle med agar, der var podet med bakteriesuspensioner eller svampesporesuspensioner, og hensættes i 2 dage ved 20 +37oC (bakterier) eller 3 uger ved +30°C (svampe).To compare effects, round paper filters (5.5 cm diameter) were soaked with the ethanol solutions specified in Tables 1 and 2, air dried, and then placed in agri petri dishes inoculated with bacterial suspensions or fungal spore suspensions and allowed to stand for 2 days. 20 + 37 ° C (bacteria) or 3 weeks at + 30 ° C (fungi).
Derefter bestemmes hæmningszonerne omkring prøverne (bredde af den bevoksnings frie zone i mm) .Then the inhibition zones around the specimens (width of the free zone in mm) are determined.
DK 166249 BDK 166249 B
66
.2 i/i ir C.2 i / i ir C
5 σ5 σ
3 2 LO ΙΟ <N lO3 2 LO ΙΟ <N 10
—. .3 CO lo i— r— r— Ifl If) r.-. .3 CO lo i— r— r— Ifl If) r.
"2 ·= '1 III — — I„2 · = '1 III - - I
cg o, _«> ^ ° 2!2!Ξ Λ Λ ^ D ~ ~~ ' ----cg o, _ «> ^ ° 2! 2! Ξ Λ Λ ^ D ~ ~~ '----
EE
c. 'c. '
CDCD
Ό o cn o <η to fN lo c -C 2 D <r η ·— »— T— r- 5 u o iii iii iii c O O IN O CO CN CN O lo __I_IUL__Ό o cn o <η to fN lo c -C 2 D <r η · - »- T— r- 5 u o iii iii iii c O O IN O CO CN CN O lo __I_IUL__
0) W0) W
c 3 n rc D cn >> p n <n co cn io o <3- Ό g Cj 2 m fo oj — — — — - S m Q.C iii iii iii p M 010°1 CO Γν| — O Go r- IN oo ro g dj g <ζ Γ3 *— t— ^c 3 n rc D cn >> p n <n co cn io o <3- Ό g Cj 2 m fo oj - - - - - S m Q.C iii iii iii p M 010 ° 1 CO Γν | - O Go r- IN oo ro g dj g <ζ Γ3 * - t— ^
(3___________ O(3___________ O
tn > --- -Qtn> --- -Q
5 ω o ^5 ω o ^
m ? Vm? V
V .2 in ίο γν loiNi -ον; o *- ---- m oV .2 in ίο γν loiNi -ον; o * - ---- m o
S c i i I + «- I I NS c i i I + «- I I N
o go CN CN O + + + Λ CN O σ ^ c Q)-- .2 C ' o £ 3: N £ o *7 03 n S 22 2* 10 1Λ io cn -i.o go CN CN O + + + Λ CN O σ ^ c Q) - .2 C 'o £ 3: N £ o * 7 03 n S 22 2 * 10 1Λ io cn -i.
S1 £ -§ iii + + T- T Ύ 5 7 ^ CN Ό LO + + + -CNO 5 •Η ~-J +.,+- Ψ-m O O O Λ t— »— Qj £h *“*>S1 £ -§ iii ++ T- T Ύ 5 7 ^ CN Ό LO ++ + -CNO 5 • Η ~ -J +., + - Ψ-m O O O Λ t— »- Qj £ h *“ *>
g________ ' Xg________ 'X
S —-—- gS ———— g
«*-* C«* - * C
v S £v S £
Cn -2 o. Φ PCn -2 o. P
Q m g C > (L) cn g -2 -2 <D Θ > M moo co oo ioiowo "g > ^ ®Q m g C> (L) cn g -2 -2 <D Θ> M moo co oo ioiowo "g> ^ ®
0 rn — Si ___ T~ »- t- «- .2SDfM0 rn - Si ___ T ~ »- t-« - .2SDfM
IW Φ U £ III III IIIIW Φ U £ III III III
o5 -ri C C CNCSCft GO lo LO CN CN CN Ύ QjofOo5 -ri C C CNCSCft GO lo LO CN CN CN Ύ QjofO
tT> ji ® yj Of-CtStT> ji ® yj Of-CtS
C Φ--_____--- T3 i .1« ft •H ti % ή Q. tn Λ 3 -1* Μ ,ς«. rj fT| σι % 5— 22 £ 2ί ‘O^'N LOIOIO g - tn-H c fu jjS iii iii i T *7 c ύ SS'd <H 2 o CN <N O <r CN *— CN CN CN ·Η ' -HWC3 <*0 o w _ jj ^ ca; ra 01 ‘ rH 4, cn o x u 4-1 A o ω >C Φ --_____--- T3 i .1 «ft • H ti% ή Q. tn Λ 3 -1 * Μ, ς«. rj fT | σι% 5— 22 £ 2ί 'O ^' A LOIOIO g - tn-H c fu jjS iii iii i T * 7 c ύ SS'd <H 2 o CN <NO <r CN * - CN CN CN · Η ' -HWC3 <* 0 ow _ jj ^ ca; ra 01 'rH 4, cn o x u 4-1 A o ω>
CCS -H r-4 ' g stΛ SCCS -H r-4 'g stand S
tn 0 m io y-, £! g- (D X2 || - o o o o =f o ΪΨ I ? 2 g 3 g -:--—-- 11 11 cn g cn •t fe σ α ^ o rH ‘3 g I £ "of o 11 11 11 X aJ'SSnjO -c o -c “ o Ξ xi S. 0 S ^ p g t- u _ o £ tlti-tiP 2 ω°- m2 +t c1 fij Ol ►> W ,Q- l~-CLv_ 1—0. + + +tn 0 m io y-, £! g- (D X2 || - oooo = fo ΪΨ I? 2 g 3 g -: --—-- 11 11 cn g cn • t fe σ α ^ o rH '3 g I £ "or o 11 11 11 X aJ'SSnjO -co -c “o Ξ xi S. 0 S ^ pg t- u _ o £ tlti-tiP 2 ω ° - m2 + t c1 fij Ol ►> W, Q- l ~ -CLv_ 1—0. + + +
DK 166249BDK 166249B
77
EE
22
o Eo E
Q. 3 ΰ £ lo LO ΓΜ Lo Lo Ln £ <r*N ---- — — —Q. 3 lo £ lo LO ΓΜ Lo Lo Ln £ <r * N ---- - - -
S -g I I + III IIIS -g I I + III III
--.0) O'-) — O CN <N O <N <N CN-. 0) O'-) - O CN <N O <N <N CN
Ux: ^ --.-—_ T3 E t _ 3 £ £ — c- (ti £ E ε x o 3 ΙΛ INI CO W M oUx: ^ --. -— _ T3 E t _ 3 £ £ - c- (ti £ E ε x o 3 ΙΛ INI CO W M o
. -KiM 00 ΙΟ (-) — — LT) — — X. -KiM 00 ΙΟ (-) - - LT) - - X
rt 0)0 iii ill·— ii X*rt 0) 0 iii ill · - ii X *
D-Q CD -Cf <N <N O CO a (N O PD-Q CD -Cf <N <N O CO a (N O P
(1) -cO ·— — ^ — (0(1) -cO · - - ^ - (0
C U Di UC U Di U
P---- IP ---- I
> 0) O> 0) Oh
SU NSU N
P ^ rtf O. E TiP ^ rtf O. E Ti
.. O — -H.. O - -H
Cn S ·- o + + £Cn S · - o ++ £
C pV·— <t ιη η + + + « o <r -HC pV · - <t ιη η + + + «o <r -H
-H £ J) i- iii + + + iii , M P § η Μ (N Ο Ο Ο Ό Ό <-,-H £ J) i- iii + + + iii, M P § η Μ (N Ο Ο Ο Ό Ό <-,
.* W ___ι—I. * W ___ ι — I
§ «ο ' S fe * .Ρ (Næet μν— inirico Λ α) ->-> Η — «— — -Ρ £ ί ι ι ι ι ι ι ι ι ι <υ 0 JO Ο CO c-i Ο LO Ο ΓΝ (Ν (Ο „ Ν Ρ 0) " — — >,§ «ο S fe * .Ρ (Almost μν— inirico Λ α) -> -> Η -« - - -Ρ £ ί ι ι ι ι ι ι ι ι ι <υ 0 JO Ο CO ci Ο LO Ο ΓΝ (Ν (Ο "Ν Ρ 0)" - ->,
Μ > XX> X
Cn--— ο β ϋ} Μ β •Η 2 3 ι. 0) C C 0) Ln ΙΛ CO ζ.Cn --— ο β ϋ} Μ β • Η 2 3 ι. 0) C C 0) Ln ΙΛ CO ζ.
1 --Ο ο Ό +77. α1 --Ο ο Ό +77. α
fB 5 Q. Ill ++ IN IN « PfB 5 Q. Ill ++ IN IN «P
K j <D CO Lr> CM O O O — — oK j <D CO Lr> CM O O O - - o
...........— - - ------------------------------------------- ι—I...........— - ------------------------------------ ------- ι — I
to X!to X!
3 U3 U
u -H Cu -H C
Z P (DCZ P (DC
» w 4) ΓΜ CM o +) +J G > (D»W 4) ΓΜ CM o +) + J G> (D
(1) 3-g o o co o CO — — — (til (UQ> ^ ^ 7 ii iii o o co C vd I> 0 P ft 8 « co eo to co to in-- u ^ sap(1) 3-g o o co o CO - - - {to (UQ> ^ ^ 7 ii iii o o co C vd I> 0 P ft 8 «co eo to co to in-- u ^ sap
a s co E +)- a»(Ca s co E +) - a »(C
ω -η -- +: cm a«(C' tn ft a — »(0 a G ft. to (0 ι a Cn ._j 4-> 3 v) Cl fSJ c m C =: ~ cnooo to <n m M N £ i cn-p c • g» * uj 7 7 ι iii 777 -hz c c -h (ΰ ® O 3 O CO CO <f (N <- (NOO +) I -HWfiω -η - +: cm a «(C 'tn ft a -» (0 a G ft. to (0 ι a Cn ._j 4-> 3 v) Cl fSJ cm C =: ~ cnooo to <nm MN £ i cn-p c • g »* uj 7 7 ι iii 777 -hz cc -h (ΰ ® O 3 O CO CO <f (N <- (NOO +) I -HWfi
r-i CQ 00 — r-+ rH G .¾ CQr-i CQ 00 - r- + rH G .¾ CQ
•(ti---—-->1 >1 W 0 M• (ti ---—--> 1> 1 W 0 M
a -η +) a μ > o ι —) a ο o a) > p <£ Q ΰ k >Λ(Β (ti trim to toco-naaiX! 01 ootn o in (n tn i^ r-ο PI Xi-ia -η +) a μ> o ι -) a ο oa)> p <£ Q ΰ k> Λ (Β (ti trim to toco-sewingX! 01 ootn o in (n tn i ^ r-ο PI Xi- in
< > V CN? ο - ο o - o o +> Z 0)X<> V CN? ο - ο o - o o +> Z 0) X
CL) CnTS PCL) CnTS P
I 11 11 > -H +)11 H> -H +)
ω ‘ I ,¾ ω £ Wω 'I, ¾ ω £ W
cm tji ol Pcm tji ol P
C C M n mC C M n m
r—ι -P 'P *£ ^ Q) Pr — ι -P 'P * £ ^ Q) P
fli P C £ ir ·· A ffi a 11 " 11fli P C £ ir ·· A fi a 11 ”11
Sojcoo ° i)*? 3 -5 GQiom-, xr 2: P Z-c r® S’ 'n ^ fi E ° i-lo^ i~(-> a.Sojcoo ° i) *? 3 -5 GQiom-, xr 2: P Z-c r® S 'a ^ fi E ° i-lo ^ i ~ {-> a.
* N -¾ M m 2 £ Ξ ^ cap + + &* N -¾ M m 2 £ Ξ ^ cap ++ &
Claims (4)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19853522788 DE3522788A1 (en) | 1985-06-26 | 1985-06-26 | BIOCIDAL COMBINATION OF ACTIVE SUBSTANCES |
DE3522788 | 1985-06-26 |
Publications (4)
Publication Number | Publication Date |
---|---|
DK294886D0 DK294886D0 (en) | 1986-06-23 |
DK294886A DK294886A (en) | 1986-12-27 |
DK166249B true DK166249B (en) | 1993-03-29 |
DK166249C DK166249C (en) | 1993-08-23 |
Family
ID=6274196
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DK294886A DK166249C (en) | 1985-06-26 | 1986-06-23 | BACTERICIDE AND FUNGICIDE AGENTS AND USE THEREOF |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0208882B1 (en) |
CA (1) | CA1273153A (en) |
DE (2) | DE3522788A1 (en) |
DK (1) | DK166249C (en) |
FI (1) | FI82589C (en) |
NO (1) | NO166911C (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH681436A5 (en) * | 1990-04-26 | 1993-03-31 | Warmoctro Bv | |
CH681437A5 (en) * | 1990-04-26 | 1993-03-31 | Warmoctro Bv | |
DE4014618A1 (en) * | 1990-05-08 | 1991-11-21 | Hoelter Heinz | Bactericidal cement conduits etc., for waste water - made using residual dust and ashes from burning refuse, bound in elution resistant form |
DE19642976A1 (en) | 1996-10-18 | 1998-04-23 | Pfeiffer Erich Gmbh & Co Kg | Discharge device for media |
DE102005022149A1 (en) * | 2005-05-13 | 2006-11-16 | Lanxess Deutschland Gmbh | Use of prochloraz (imidazole-1-carboxylic acid propyl-(2-(2,4,6-trichloro-phenoxy)-ethyl)-amide) to protect wood, wood material or wood-plastic-material, from the infestation and/or the destruction through mold rusty fungus |
DE102005022148A1 (en) * | 2005-05-13 | 2006-11-23 | Lanxess Deutschland Gmbh | Fungicidal mixtures |
CZ305339B6 (en) * | 2014-05-23 | 2015-08-05 | České vysoké učenà technické v Praze, Fakulta stavebnà | Wood-based product resistant to wood-staining fungi and moulds |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3122270A1 (en) * | 1981-06-04 | 1982-12-23 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | BACTERICIDAL AND FUNGICIDAL AGENT |
GB2110934A (en) * | 1981-11-17 | 1983-06-29 | Ici Plc | Fungicidal compositions |
-
1985
- 1985-06-26 DE DE19853522788 patent/DE3522788A1/en not_active Withdrawn
-
1986
- 1986-05-23 FI FI862178A patent/FI82589C/en not_active IP Right Cessation
- 1986-05-27 EP EP86107153A patent/EP0208882B1/en not_active Expired
- 1986-05-27 DE DE8686107153T patent/DE3666769D1/en not_active Expired
- 1986-06-23 DK DK294886A patent/DK166249C/en not_active IP Right Cessation
- 1986-06-25 NO NO862560A patent/NO166911C/en unknown
- 1986-06-25 CA CA000512427A patent/CA1273153A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
NO166911C (en) | 1991-09-18 |
DE3522788A1 (en) | 1987-01-08 |
NO862560L (en) | 1986-12-29 |
NO166911B (en) | 1991-06-10 |
DE3666769D1 (en) | 1989-12-14 |
CA1273153A (en) | 1990-08-28 |
FI862178A0 (en) | 1986-05-23 |
FI82589C (en) | 1991-04-10 |
DK294886A (en) | 1986-12-27 |
EP0208882B1 (en) | 1989-11-08 |
FI862178A (en) | 1986-12-27 |
DK294886D0 (en) | 1986-06-23 |
DK166249C (en) | 1993-08-23 |
FI82589B (en) | 1990-12-31 |
EP0208882A1 (en) | 1987-01-21 |
NO862560D0 (en) | 1986-06-25 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DK166249B (en) | BACTERICIDE AND FUNGICIDE AGENTS AND USE THEREOF | |
EP0072426B1 (en) | Water-dilutable agent with bactericidal and fungicidal activity | |
JPS6224241B2 (en) | ||
DE2020090C3 (en) | Use of a microbicidal agent in material protection | |
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 | |
DE3507420A1 (en) | WOOD PRESERVATIVES | |
EP0119419B1 (en) | Triorganotin acetylsalicylates and biocidal compositions containing them | |
CH629367A5 (en) | FUNGICIDE. | |
FI74867B (en) | FOERFARANDE FOER BEHANDLING AV TRAE MOT I TRAE FOEREKOMMANDE SVAMPAR OCH BAKTERIER. | |
EP0177789B1 (en) | Tris-(triorganotin)esters of trimeric fatty acids | |
DK158537B (en) | BACTERICIDE AND FUNGICIDE AGENT CONTAINING A MIXTURE OF TRIALKYLTYL COMPOUNDS AND 2,5-DIMETHYL-N-CYCLOHEXYL-N-METHOXY-3-FURANCARBONIC ACID AMIDE | |
NO861830L (en) | BIOCIDE TRIBUTYLTINN COMPOUNDS. | |
JP2018535281A (en) | Combination of water repellent | |
US3536815A (en) | 1,2-dinitro-tetrachlorobenzene as a microbicidal wood preservative | |
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 | |
DEC0010140MA (en) | ||
NO862995L (en) | BIOCIDE TRIBUTYLTIN COMPOUNDS. | |
EP0208906A1 (en) | Biocidal tributyl tin compounds |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PBP | Patent lapsed |