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CA2185556A1 - Combinations of active insecticide substances - Google Patents

Combinations of active insecticide substances

Info

Publication number
CA2185556A1
CA2185556A1 CA002185556A CA2185556A CA2185556A1 CA 2185556 A1 CA2185556 A1 CA 2185556A1 CA 002185556 A CA002185556 A CA 002185556A CA 2185556 A CA2185556 A CA 2185556A CA 2185556 A1 CA2185556 A1 CA 2185556A1
Authority
CA
Canada
Prior art keywords
weight
solvent
wood
mixture
methyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Abandoned
Application number
CA002185556A
Other languages
French (fr)
Inventor
Hermann Uhr
Martin Kugler
Franz Kunisch
Hans-Ulrich Buschhaus
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2185556A1 publication Critical patent/CA2185556A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, 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
    • A01N47/08Biocides, 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 one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/34Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/343Heterocyclic compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/38Aromatic compounds
    • B27K3/40Aromatic compounds halogenated
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/50Mixtures of different organic impregnating agents
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K5/00Treating of wood not provided for in groups B27K1/00, B27K3/00
    • B27K5/02Staining or dyeing wood; Bleaching wood

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present application relates to new active combinations which are com-posed, on the one hand, of triflumuron, which is known, and, on the other hand, of other known active compounds, and which are highly suitable for the protection of industrial materials.

Description

; 3 ~
~ Le A 30 ~93-PCT - l -.L~ `; ^J &.~
T~ T~ L~rTl T~CP~ ive c~ kin~tiQn~
The present application relates to new active combinations which are com-posed, on the one hand, of ~linulllulull, which is known, and, on the other S hand, of other known active compounds, and which are highly suitable for the protection of industrial materials.
It is already known that ~linulllul~ has insecticidal properties.
It is furthermore known that triflumuron can be employed as active compound against wood-destroying insects (Holz-Zentralbiatt ~L, 524 (1984).
However, wood l~lGS~lv~tiv~ must meet requirements which exceed a mere inc~ctir~ activity.
It was therefore the aim and object of the present invention to flnd a wood preservative which is highly effective against wood-damaging insects, in par-ticular against wood-destroying longhorn beetles (Cerambycidae, Lyctidae, Bostrychidae and Anobiidae) including termites and against wood-discolouring and wood-destroying fungi and which has a good long-term action, the efficacy of the incectici~1e not being adversely affected by the fungicide, and vice versa.
Moreover, the wood ~ v~Liv~ should have good penetration behaviour towards the wood and the derived timber product and have a markedly lower vapour pressure compared with the pyrethroids of the prior art.
It was found according to the invention that these aims and objects are met by a composition or concentrate for the preservation of wood and derived timber products which comprises 0.01 to 25 % by weight of triflumuron as a mixture of 0.1 to 99.9 % by weight with at least one fungicide and preferably over 40 %
by weight of a mixture of solvent and/or diluent and/ or organochemical binder ~18~
and/or fixative, processingauxiliary, colorant, pigment, colorant mixture and/orpigment mixture.
Fungicides which are preferred as components in the mixtures are:
Triazoles, such as:
amitrole, azocyclotin, BAS 480F, bitertanol, difenoconazole, fenbuconazole, fenchlorazole, fenethanil, fluquinconazole, flusilazole, flutriafol, imibenconazole, isazofos, myclobutanil, opus, paclobutrazol, penconazole, propioconazole, (+)-cis-1-(4-chlorophenyl)-2-(lH-1,2,4-triazol-1-yl)-cyclo-heptanol, t~llacullazole~ triadimefon, triadimenol, triapenthenol, triflumizole,uniconazole, hexaconazole;
Azaconazole:
1- {[2-(2,4-dichlorophenyl)- 1,3-dioxolan-2-yl]methyl}1-H- 1,2,4-triazoles Propiconazole:
1- [2-(2,4-dichlorophenyl)-4-propyl- 1,3-dioxolan-2-yl]methyl- I-H- 1,2,4-tri~zoles Tebuconazole:
I -p-chlorophenyl-4,4-dimethyl-3(1H- 1,2,4-triazol- 1-yl-methyl)pentan-3-ol Cyproconazole:
2-(4-chlorophenyl)-3-cyclopropyl-1-(lH-1,2,4-triazol-1-yl)butan-2-ol 2-(1-chloro-cyclopropyl)-1-(2-chloio~ .yl)-3-(lH-1,2,4-triazol-lyl)propan-2-ol 2- (tert-butyl)- I - (2- chlorophenyl)- 3- ( I H- I ,2,4-triazol- 1 -yl)propan-2-ol Metconazole:
5-[(4-chlorophenyl)methyl]-2,2-dimethyl-1-(lH-1,2,4-triazol-1-yl-3methyl)cyclopentanol Imidazoles, such as: - -imazalil, p~ul~va~e, prochloraz, triflumizole, 2-(1-tert-butyl)-1-(2-chloro-S phenyl)-3-(1,2,4-triazol-1-yl)-propan-2-ol, thiazolecarbn~nili~, such as 2',6'-dibromo-2-methyl-4-trifluoromethoxy-4'-trifluoromethyl- 1,3-thiazole-S-carb~ nili~1~c Copper salts, such as:
copper, copper sulphate, copper carbonate, copper llydlu~y~ hùllate, copper chloride, copper ammonia complexes, copper amine complexes.
Zinc salts, such as:
zinc sulphate, zinc carbonate, zinc chloride.
Mixed salts, such as:
copper/boron mixtures, copper/chromium/boron mixtures, copper/chromium/arsenic mixtures.
(E)-Methyl 2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl-3-methoxy-acrylates, (E)-methyl 2-[2-[6(2-thioamidophenoxy)pyrimidin-4-yloxy]phenyl]-3- methoxyacrylates, (E)-methyl 2-[2-[6-(2-fluorophenoxypyrimidin-4-yloxy]phenyl]-3-methoxy-acrylates, (E)-methyl 2-[2-[6-(2,6-difluorophenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylates, (E)-methyl 2-[2-[3-(pyrimidin-2-yloxy)phenoxy]phenyl]-3-methoxyacrylates, (E)-methyl 2-[2-[3-(5-m~lllyl~ylil~,idin-2-yloxy)phenoxy]phenyl]-3-methoxy-acrylates, (E)-methyl2-[2-[3-(phenyl-sulphonyloxy)phenoxy]phenyl]-3-rnetho~yacrylates, (E)- methyl 2- [2- [3- [4-nitrophenoxy]phenoxy]phenyl]3-methoxyacrylates, (E)-methyl 2-[2-phenoxyphenyl]-3-methoxyacrylates, -2t8555~

(E)-methyl 2-[2-[3,5-dim~L~lyL~ ,yl)pyrrol-l-yl]-3-methoxyacrylates, (E)-methyl 2-[2-[3-methoxyphenoxy)phenyl]-3-methoxyacrylates, (E)-methyl 2-[2-[2-phenylethen-1-yl)phenyl]-3-methoxyacrylates, (E)-methyl 2-(2-[3,5-dichlorophenoxy]pyridin-3-yl)-3-methoxyacrylates, (E)-methyl 2-(2-(3-(1,1,2,2-etrafluoroethoxy)phenoxy)phenyl)-3-methoxy-acrylates, (E)-methyl 2-(2-[3-(o~-hydroxybenzyl)phenoxy]phenyl)-3-methoxyacrylates, (E)-methyl 2-(2-(4-phenoxypyridin-1-yloxy)phenyl)-3-methoxyacrylates, (E)-methyl 2-[2-(3-n-propyloxyphenoxy)phenyl]-3-metho~ya~ilylales, (E)-methyl 2-[2-(3-isopropyloxyphenoxy)phenyl]-3-methoxyacrylates, (E)-methyl 2-[2-[3-(2-duorophenoxy)phen~l~y]~ yl-3-methoxyacrylates, (E)-methyl 2-[2-(3-ethoxyphenoxy)phenyl]-3-methoxyacrylates, (E)-methyl 2-[2-(4-tert-butylpyridin-2-yloxy)phenyl]-3-methoxyacrylates, (E)-methyl 2-[2-[3-(3-cyanophenoxy)phenoxy]phenyl]-3-methoxyacrylates, IS (E)-methyl 2-[2-(3-methylpyridin-2-yloxymethyl)phenyl]-3-methoxyacrylates, (E)-methyl 2-[2-[6(2-emthylphenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxy-acrylates, (E)-methyl 2-[2-(5-bromopyridin-2-yloxymethyl)phenyl]-3-methoxyacrylates, (E)-methyl 2-[2-(3-(3-iodopyridin-2-yloxy)phenoxy)phenyl]-3-methoxy-acrylates, (E)-methyl 2-[2-[6-(2-chloropyridin-3-yloxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylates, (E),(E)-methyl 2- [2-(5,6-dim~ lpy.a~...-2-ylmethyloximinomethyl)phenyl]-3- methoxyacrylates, (E)-methyl 2-(2-[6-(6-methylpyridin-2-yloxy)pyrimidin-4-yloxy]phenyl}
3- methoxyacrylates, (E),(E)-methyl 2- {2-(3-methoxyphenyl)methyloximinomethyl]phenyl}-3- methoxyacrylates, (E)-methyl 2-{2-[6-(2-azidophenoxy)-pyrimidin-4-yloxy]phenyl}3-methoxy-acrylates, (E),(E)-methyl 2- {2- [6-phenylpyrimidin-4-yl)-methyloximinomethyl]phenyl}
3-methoxyacrylates, (E), (E)- methyl 2- ~2- [(4- ch lorophenyl)- methyloximinomethyl]phenyl }-3- methoxyacrylates, (E)- methyl 2- {2- [6- (2- n-propylphenoxy)- 1, 3, S-triazin- 4-yloxy]phenyl~
3-methoxyacrylates, (E),(E)-methyl2-{2-[(3-~ yl)m~lllyll,~;ll,;"omethyl]phenyl}3-methoxy-acrylates.
Succinate dehydrogenase inhibitors, such as:
fenfuram, furcarbanil, cyclafiuramid, furmecyclox, seedvax, metsulfova~, pyro-carbolid, oxycarboxin, shirlan, mebenil (mepronil), benodanil, flutolanil (Moncut) Napthalene derivatives, such as:
terbinafine, naftifine, butenafme, 3-chloro-7-(2-a~a-2,7,7-trimethyl-oct-3-en-5-ine) SlllfenAmi~ e such as ~ hlorflllAni~l, tolyl_uanid, folpet, fluorfolpet; captan,captofol, Ben7imillA7.nles, such as carbendazim, benomyl, furathiocarb, fuberidazole, thiophonat-methyl, thiabendazole or their salts;
Thiocyanates, such as thiocyanatomethylthioben70thiA701e, methylenebisthio-cyanate;
Quaternary ammonium compounds such as benzyldimethyltetradecyl-ammonium chloride, benzyldimethldodecylammonium chloride, didecyldi-methylammonium chloride, Morpholine ~1 ;va~iYt:~, such as tridemorph, fenpropimorph, falimorph, dimethomorph, dodemorph; aldimorph, fenpropidin and their arylsulphonates, such as, for example, p-toluenesulphonic acid and p-dodecylphenyl-sulphonic acid, Iodine derivatives, such as diiodomethyl-p-tolyl sulphone, 3-iodo-2-propinyl alcohol, 4-chlorophenyl-3-iodop.~,~dl~yl formal, 3-bromo-2,3-diiodo-2-propenyl ethyl carbamate, 2,3,3-triiodoallyl alcohol, 3-bromo-2,3-diiodo-2-propenyl alcohol, 6-iodo-3-oxo-hex-5-in-ol butylcarbamate, 6-iodo-3-oxo-S hex-5-in-ol phenylc~.l.all.dl~, 3-iodo-2-propinyl n-hexylcarbamate, 3-iodo-2-propinyl cyclohexylcarbamate, 3-iodo-2-propinyl phenylcarbamate, 3-iodo-2-propinyly n-butylcarbamate;
Phenol derivatives, such as tribromophenol, tetrachlorophenol, 3-methyl-4-chlorophenyl, dichlorophen, o-phenylphenol, m-phenylphenol, p-phenyl-phenol, 2-benzyl-4-chlorophenol;
G lutaraldehyde;
bromine derivatives, such as 2-bromo-2-nitro-1,3-propanediol;
Isothiazolinones, such as N-~ .}lyli~ul}liazolin-3-one, 5-chloro-N-methyl-isothiazolin-3-one, 4,5-dichloro-N-octyliso-thiazolin-3-one, N-octyl-isothiazolin-3-one;
Benzisothiazolinones, 4,5-trimethylene-isothiazolinones;
Pyridines or pyrimidines, such as 1-hydroxy-2-pyridinethione (and their Na, Fe, Mn and Zn salts), tetrachloro-4-methylsulphullyl~ ,e, pyrimethanil, mepanipyrim, dipyrithione, Metal soaps, such as tin napthenoate, tin octoate, tin 2-ethylhexanoate, tin oleate, tin phosphate, tin benzoate, copper naphthenate, copper octoate, copper 2-ethylhexanoate, copper oleate, copper phosphate, copper benzoate, zinc naphthenate, zinc octoate, zinc 2-ethylhexanoate, zinc oleate, zinc phos-phate and zinc benzoate;
Oxides, such as tributyltin oxide, Cu2O, CuO, ZnO;

Dialkyldithiocarbamates, such as Na and Zn salts of dialkyl-dithiocall.all,ates,tetramethylthiuram fliclllrhitlP;
Dithiocarbamates, cufraneb, ferbam, mancopper, mancozeb, maneb, metam, metiram, thiram zineb, ziram;
Nitriles, such as 2,4,5,6-tetrachloroisorhthSIl- ~linitrile, 2,3,5,6-tetrafluoro-terephthalodinitrile;
Benzothiazoles, such as 2-mercaptobenzothiazole;
Quinolines, such as 8-hydroxyquinoline, and their Cu salts;
Ben7~miflec, such as 2,6-dichloro-N-(4-trifluoromethylbenzyl)-benzamides (~D-563);
Boron compounds, such as boric acid, borates, borax;
Formaldehyde and formaldehyde-releasing compounds, such as benzyl alcohol mono(poly)-hPmiform:-l oxazolidines, hexa-hydro-S-triazines, N-methylol-chloro~et~mi-lP, paraformaldehyde, nitropyrin, oxolinic acid, tecloftalam;
Tris-N-(cyclohexyl~ 7Pnillmdioxy)-~lllminillm, N-(cyclo-hexy~ 7pnillm dioxy)-tributyltin or K salts, bis-N-(cyclohexyl~ 7Pni--mdioxy)-copper.
Other fungicidal components in the mixtures which a}e very particularly pre-ferred are:
Azaconazole, bromuconazole, ~,y~ colla~;~lle, dichlobutrazol, diniconazole, hexaconazole, metaconazole, penconazole, propiconazole, tebuconazole, (E)-methyl methoximino[o~-(o-tolyloxy)-o-tolyl)]acetate, (E)-rnethyl 2- ~2-[6-(2-cyanophenoxy)-pyrimidin-4-yl-oxy]phenyl}-3-methoxyacrylate, methfuroxam, carboxin, fenpiclonil, 4(2,2-difluoro-1,3-benzodioxol-4-yl)-lH-21 8~5~6 .

pyrrol-3-carbonitrile, butenafine and/or 3-iodo-2-propinyl-n-butylcarbamate.
Highly effective mixtures are furthermore also prepared with the following active compounds: -s Fungicides acypetacs, 2-aminobutane, ~ ulJ~lrus, anilazine, benalaxyl, bupirimate, quinomethionate, chloroneb, chlozolinate, cymoxanil, dazomet, diclomezine, dichloram, diethofencarb, dimethirimol, dinocab, dithianone, dodine, drazoxolon, e~iif~nrhoc~ ethirimol, etridiazole, fenarimol, fenitropan, fentm acetate, fentin hydroxide, ferimzone, flll~7ins~m fiuromide, flllelllf~nni~, flutriafol, fosetyl, fthalide, furalaxyl, guazatine, hyrnexazol, iprobenfos, iprodione, isoprothiolane, metalaxyl, meth~elllfocarb, nitrothal-isopropyl, nuarimol, ofurace, oxadiyl, p~;lnula~ua~ pencycuron, phosdiphen, pimaricin, piperalin, procymidone, propamocarb, propineb, pyrazophos, pyrifenox, pyroquilone, ~IUill~02~.lC, tar oils, tecnazene, thicyofen, thiophanate-methyl, tolclofos-methyl, triazoxide, Iri-~hl~mitl.-, tricyclazole, triforme, vinclozolin.
If au,ulu,uliàle, the following msecticides are ~ litions~lly admixed to achieveeven higher activities agamst wood-destroying insects.
Phosphoric esters, such as azinphos-ethyl, azinphos-methyl, a-1(4-chloro-phenyl)-4-(O-ethyl, S-propyl)phosphoryloxy-pyrazole, chloropyrifos, coumaphos, demeton, demeton-S-methyl, diazinone, dichlorvos, dimethoate, ethoate, ethoprophos, etrimfos, fenitrothion, fenthion, heptenophos, parathion, parathion-methl, phosalone, phoxim, pirimiphos-ethyl, pirimiphos-methyl, profenofosm prothiofos, sulfprofos, triazophos and trichlorphon;
Carbamates, such as aldicarb, bendiocarb, a-2-(1-m~Ll.yl,ulu~yl)-phenyl methylcarbamate, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbo-sulfan, cloethocarb, i~u~lucal~, methomyl, oxamyl, pirimicarb, promecarb, propoxur and thiodicarb;

21 8555~
g Organosilicon compounds, preferably dimethyl(phenyl)silyl-methyl 3-phenoy-benzyl ethers, such as dimethyl-(4-ethoxyphenyl)-silylmethyl 3-phenoxybenzyl ether, or - -S (Dim~Ll-yl~ c.,yl)-silyl-methyl 2-phenoxy-6-pyridylmethyl ethers, such as, for example, dimethyl(9-ethoxy-phenyl)-silylmethyl 2-phenoxy-6-pyridylmethyl ether or [(phenyl)-3-(3-phenoxyphenyl)-propyl](dimethyl)-silames, such as, for example, (4-ethoxyphenyl)-[3-(4-fluoro-3-phenoxyphenyl-propyl]dimethyl-silane, silafluofin Pyrethroids, such as allethrm, Alrh~m~Pthrin, bioresmethrin, byfenthrin, cyclo-prothrin, cyfluthrin, decamethrm, cyhalothrin, cypermethrin, deltamethrin, alpha-cyano-3--phenyl-2-methylbenzyl 2,2-dimethyl-3-(2-chloro-2-trifluoro-methylvinyl)cyclopropanecarboxylate, f~ V~dtlll~l, fenfluthrin, fenvalerate, flucythrinate, flumethrin, fluv-dlinate, permethrin, resmethrin and tralomethrin;
Nitroimines and nitromethylenes, such as 1-[(6-chloro-3-pyridinyl)-methyl]-4,5-dihydro-N-nitro-lH-imidazole-2-amine (imi~ rrid), N-[(6-chloro-3-pyridyl)methyl-]N2cyano-N~-methyls~Pt:~mi-lP (Nl-25), Abamectm, AC 303,630, acephate, acrinathrin, alanycarb, aldoxycarb, aldrin, ammonium bifluorides, amitraz, azamethiphos, Bacillus thuringiensis, phosmet, phosphamidon, phosphine, prallethrin, propaphos, ~Ivp~ pl-os, prothoate, pyraclofos, pyrethrins, pyridaben, pyridafenthion, pyriproxyfen, quinalphos, RH-7988, rotenone, sodium fluorides, sodium hexafluorosilicates, sulfotep, sulphuryl fluorides, tar oils, t~nubcll~u~ , tefluthrin, temephos, terbufos, tetra-chlorvinphos, tetramethrin, 0-2-tert-butyl-pyrimidin-5-yl-o-isopropyl phosphorothiates, thiocyclam, thiofanox, thiometon, tralomethrin, triflumuron, trimethacarb, vamidothion, verticillium lacanii, XMC, xylylcarb, benfuracarb, bensultap, bifenthrin, bioallethrin, MERbioallethrin (S)-cyclopentenyl isomer, bromophos, bromophos-ethyl, buprofezin, cadusafos, calcium polysulfides, carbophenothion, cartap, qumomethionate, chlordane, chlorfenvinphos, chlorfluazuron, chlormephos, chloropicrin, chloropyrifos, cyanophos, beta-7 ~

cyfluthrin, alpha-cypc~.l.cll..--., cyophenothrm, cyromazine, dazomet, DDT, demeton-S-methylsulphone, diafenthiuron, dialifos, dicrotophos, diflubenzuron, dinoseb, ~ )fos~ diaxacarb, disulfoton, DNOC, empenthrin, endo~llfAn, EPN, esfenvalerate, ethiofencarb, ethion, etofenprox, fenobucarb, fenoxycarb, fensulfothion, fipronil, flucycloxuron, nu~llpl o~, flufenoxuron, fonofos, formetanate, formothion, fosmethilan, furathiocarb, heptachlor, hu~u-lluluil, hydramethylnon, hydrogen cyanides, hydroprene, IPSP, isazofos, isofenphos, isoprothiolane, isn~Athinn, iodfenphos, kadethrim, lindane, mAlAfhinn, mecarbam, mephosfolan, mercurous, chlorides, metam, metarthizium, anisopliae, methacrifos, mPthAmidophos, m~PfhidAthion; methio-carb, methoprene, methoxychlor, methyl isothiocyanates, metho~carb, mevinphos, monocrotophos, naled, neodiprion sertifer NPV, nicotines, omethoate, oxydemeton-methyl, pentachlorophenol, petroleum oils, phenothrm, phenthoate, phorate;
Benzoylureas, such as chlu.nu~uluil, diflllhpn7llron~ flufenoxuron, flucycloxuron, hexaflumuron, penfluron, teflubenzuron, other development inhibitors, such as, for example, [2-benzoyl-1-(1,1-dimethylethyl)]-benzohydrazide, 2,6-dimethoxy-N-[5-]4-(pentafluoroethoxy)-phenyl-[2,3,4-thiadiazol-2-yl]-~Pn7AmidP. N-cyclopropyl-1,3,5-triazine-2,4-triamine, 2-(4-phenoxyphenoxy)-ethyl ethylcarbamate, 1-(decycloxy)-4-[(6-methoxy-4-hexinyl)-oxy]benzene, (2-propinyl) 4-methoxy-benzoate, fenoxycarb, pyriproxyfen, triarathene, thiapronil, hex~vthiazox, clofentezine, 4-chloro-5-(6-chloro-3-pyridylmethoxy)-2-(3,4-dichlorophenyl)-pyridazin-3(2H)-ones, buprofezin, hydroprene, kinoprene, methoprene, cycloprate, gusathm, padan, paraxon, tribunil, isomers and triprenes.
Synergistic effects are observed when the mixtures of triflumuron, at least one fungicide and, if a~lv~ Le~ other fungicides or else in~cfil i~iP~ are mixed with each other m certam ratios.
The weight ratios of the active compounds can be varied ~vithin a relatively wide range, the weight ratio of llinulllulull to the fungicide, or fungicides, 2~ ~55~

preferably being 1:20,000 to 1:10, in particular 1:10,000 to 1:100.
Surprisingly, these active combinations have a particularly potent in~Pcti~
action against wood-destroying insects, combined with a broad fungicidal and S bactericidal action against microorganisms which are relevant in the protection of materials.
The following wood-destroying insects may be mentioned by way of example but without limifslti-~n:
Beetles Hylotrupes bajulus, Chlorophorus pilosis, Anobium punctatum, Xestobium rufovillosum, Ptilinus pecticornis, Dendrobium pertinex, Ernobius mollis, Priobium carpini, Lyctus brunneus, Lyctus africanus, Lyctus planicollis, Lyctus linearis, Lyctus pubescens, Trogoxylon aequale, Minthes rugicollis, Xyleborus spec. Tryptodendron spec. Apate monachus, Bostrychus capucms, Heterobostrychus brunneus, Sinoxylon spec. Dinoderus minutus Dermapterans Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur Termites Kalotermes flavicollis, Cryptotermers brevis, Heterotermes indicola, RPti~ulitPrmes flavipes, Reti~l-litPrmes santonensis, Reti~nllitPrmes lucilugus,Mastotermes darwiniensis, Zootermopsis nevadensis, Coptotermes formosanus.
The following groups of microorganisms may be mentioned by way of example but without limit~ti~-n: -A: Wood-discolouring fungi:

21 8~556 Al: A~ollly~
Ceratocystis, such as Certocystis minor A2: Dcu~ ly-;etes:
Aspergillus, such as Aspergillus niger Aul~ ob~;~liulll, such as Aul._obas~;liulll pullulans Dactylium, such as Dactylium fusarioides Penicillium, such as Penicillium brevicaule or Penicillium variabile Sclerophoma, such as Sclerophoma pithyophila Scopularia, such as Scopularia phycomyces Trichoderma, such as Trichoderma viride or Trichoderma lignorum A3: Zygomycetes:
Mucor, such as Mucor spinorus B: Wood-destroying fungi:
Bl: Ascomycetes:
Chaetomium, such as Chaetomium globosum or Chaetomium alba-arenulum Humicola, such as Humicola g~isea Petriella, such as Petriella setifera Trichurus, such as Trichurus spiralis B2: Basidiomycetes:
Coniophora, such as Coniophora puteana Coriolus, such as Coriolus versicolor Donkioporia, such as Donkioporia expansa Glenospora, such as Glenospora graphii Gloeophyllum, such as Gloeophyllum abietinum or Gloeophy~lum adoratum or Gl. protactum or ~1 85556 Glo~ol,l.yllulll sepiarium or Gl. trabeum Lentirlus, such as Lentinus cyathiformes or Lentinus edodes, such as Lentinus lepideus or Lentinus grinus or L. squarrolosus Paxillus, such as Paxillus panuoides Pleurotus, such as Pleurotus ostreatus Poria, such as Poria monticola or Poria placenta or Poria vaillantii or Poria vaporaria Serpula, such as Serpula llil..al.~oid~ or Serpula lacrymans Stereum, such as Stereum hirsutum Tyromyces, such as Tyromyces palustris B3: Deuteromycetes Alternaria, such as Alternaria tenius Cladosporium, such as Clasdosporium herbarum The active compound mixture can be used as such, m the form of concentrates or generally customary forrn~ ti~-n~ such as powders, granules, solutions, suspensions, emulsions or pastes, to prepare a ready-to-use wood ,UI~ dLive, if d,UIUlUIJI idl~ by simply diluting it with water.
The abovementioned compositions or concentrates can be prepared in a man-ner known per se, for example by mi?.~ing the active compounds with at least one solvent or diluent, emulsifier, dispersant and/or binder or fi.?~ative, water repellent? if ~,ululul;ale desiccants and UV stabilizers and if d~ UIUlid~e colorants and pigments and other processmg âuxiliaries.
The solvent and/or diluent used is an organochemical solvent or solvent mix-ture and/or an oily or oil-type organochemical solvent or solvent mixture of lowvolatility and/or a polar organochemical solvent or solvent~mixture and/or water in combination with at least one emulsifier and/or wetting agent.

2~85~5~

Organochemical solvents which are employed are preferably oily or oil-type solvents which have an eva~lUId~iUII number of above 35 and a flash point of above 30~C, preferably above 45~C. Such wdter-insoluble, oily and oil-type solvents of low volatility are suitable mineral oils or their aromatic fractions or mineral oil-comprising solvent mixtures, preferably white spirit, petroleum and/or alkyl benzene.
Mineral oils with a boiling range of 170 to 220C, white spirit with a boiling range of 170 to 220C, spmdle oil with a boiling range of 250 to 350C, petro-leum or aromatics with a boiling range of 160 to 280C, oil of ~UlU~ UlC and the like are advantageously used.
In a preferred embodiment, liquid aliphatic lly-Lu.,albOlls with a boilmg range of 180 to 210C or high-boiling mixtures of aromatic and aliphatic hydrocar-bons with a boiling range of 180 to 220C and/or spindle oil and/or mono-chloronaphthalene, preferably a-monochloron~rhthsllpne~ are used.
Pdrt of the organic oily or oil-type solvents of low volatility with an evaporation number of above 35 and a flash point of above 30C, preferably above 45~C, can be replaced by organochemical solvents of high or medium volatility, with the proviso that the solvent mixture also has an evaporation number of above 35 and a flash point of above 30aC, preferably above 45CC, and that the insecti-cide/fungicide mixture is soluble or emulsifiable in this solvent mixture.
In a preferred embodiment, part of the organochemical solvent or solvent mixture or an aliphatic polar organochemical solvent or solvent mixture is replaced. Solvents which are preferably used are aliphatic organochemical solvents which contain hydroxyl and/or ester and/or ether groups, such as, for example, glycol ethers, esters or the like.
Orgdnochemical binders which are used within the scope of the present inven-tion are the bindmg drying oils and/or synthetic resins which are known per se and can be diluted in water and/or dissolved or dispersel or emulsified in the organochemical solvents employed, in particular binders composed of, or comprising, an acrylate resin, a vinyl resin, for example polyvinyl acetate, polyester resin, polycon~l~nc~til~n or polyaddition resin, polyurethane resin, alkyd resin or modified alkyd resm, phenol resin, l~ydluc~lJu-l resin, such as S indene-coumarone resin, silicone resin, drying vegetable and/or drying oilsand/or physically drying binders bagd on a natural and/or synthetic resin.
The synthetic resin used as binder can be employed in the form of an emulsion, dispersion or solution. Other bmders which can be used are bitumen or bitumi-nous substances in amounts of up to 10 % by weight. Colorants, pigments, water repellents, odour-masking C~l~st~nc~c and inhibitors or allti~,UllVi~ , all of which are known per se, and similar substances can ~ lition~lly be used.
The composition or con~rntr~t~ preferably comprises, according to the inven-tion, at least one alkyd resin or modified alkyd resin and/or a drying vegetableoil as the organochemical binder. Preferably used according to the invention arealkyd resins with an oil content of over 45 % by weight, preferably 50 to 68 %
by weight.
All or part of the abovementioned binder can be replaced by a f xative (mixture)or a plasticizer (mixture). These additives are intended to prevent volAtili7~ti--n of the active compounds and crystSIlli7~ti~-n or ,~,,~.,il,i~ioll. They preferably replace 0.01 to 30 % of the binder (based on 100 % of the binder employed).
The plasticizers are from the chemical classes of the phthalic esters, such as dibutyl phthalate, dioctyl phthalate or ben7yl butyl phthalate, phosphoric esters, such as tributyl phosphate, adipic esters, such as di-(2-ethylhexyl) adipate, stearates, such as butyl stearate or amyl stearate, oleates, such æ butyl oleate, glycerol ethers or higher-molecular-weight glycol ethers, glycerol esters and p-toluenesulphonic esters.
Fixatives are based chemically on polyvinyl alkyl ethers, such as, for example, polyvinyl methyl ether, or ketones, such æ benzophenone and ethylenebenzo-~18~

phenone, or are based on amines, sueh as alkanolamines, in particular monoet-hanolamine, or else ammonia.
Also partieularly suitable as solvent or diluent is water, if dy~ idL~ as a S mixture with one or more of the abovementioned organochemical solvents or diluents, .~nnllIcifi~rs and ~ ~"l~
Exdmples of wood which can be protected by the composition according to the invention or mixtures comprismg it are to be understood as meaning: construc-tion timber, wooden beams, railway sleepers, bridge components, jetties, wooden vehicles, boxes, pallets, cont~iner~, telephone poles, wood laggings, windows and doors made of wood, plywood, particleboard, joiner's work, or wood produets whieh, quite generally, are used in eonstruetion or in joinery.
A partieularly effieient proteetion of wood is aehieved by industrial-seale ldlion proeesses, for exdmple vaeuum proeesses, double-vacuum pro-cesses or processes cdrried out under pressure.
The wood ~ a~ S used for the protection of wood and derived timber products preferably comprise ~lillulllul~ at a concentration of 0.001 to 3 % by weight and the fungicide, or fungicides, at a concentration of 0.1 to 10 % by weight.
Preferred CIJlllp~ ,lls (ready-to-use compositions) preferably comprise 0.2 to 3 % by weight of the fungicide, 0.005 to 1 % by weight, preferably 0.01 to 0.5 % by weight, of ~lillul~lul~ll, if d~ plidle in combination with a further insecticide, in particular cyfluthrin, and at least one organochemical solvent or solvent mixture and/or an oily or oil-type orgdnochemical solvent or solvent mixture of low volatility and/or a polar organochemical solvent or solvent mixture and/or water and emulsifier and/or wetting agent and, if appropriate, 0 to 5 % by weight, preferably 0.1 to 3 % by weight, of fixdtive and/or other additives as the remainder.

2~ 8555b Particularly preferred (ready-to-use) compositions comprise 2 to 30 % by weight, preferably S to 22 % by weight, calculated as solids, of a synthetic resin binder, preferably an allcyd resin and/or a drying vegetable oil and at least one organochemical solvent or solvent mixture and/or an oily or oil-type organo-chemical solvent or solvent mixture of low volatility and/or a polar organo-chemical solvent or solvent mixture and/ or water and emulsifier and/or wetting agent and, if ~,U,u~u~Jl;dte~ d~ c~nt~ colourants, pi~ments, anti-settlingagentsand/or UV stabilizers as the remainder.
Concentrates for the preservation of wood and derived timber products prefer-ably comprise 0.2 to 25 % by weight, preferably 3 to 8 % by weight, of the fungicide, O.OS to 5 % by weight, preferably O.S to 1% by weight, of ~lillulllu~ull~ if alu~lulJI;a~ in combination with a further ;".~ , 5 to 40 %
by weight, preferably 10 to 30 % by weight (calculated as solids) of at least one organochemical binder and/or fixative or plasticizer and a~1~litir n:~1ly an organo-chemical solvent or solvent mixture and/or an oily or oil-type organochemical solvent or solvent mixture of low volatility and/or a polar organochemical solvent or solvent mixture and/or a penetrant and/or water and an emulsifier and/or wetting agent as the remainder.
The amount of the compositions or concentrates employed depends on the species and the occurrence of the insects, microorganisms, the microbial count and on the medium. Upon use, the optimum amount can be determined in each case by test series. In general, however, it is suffcient to employ 0.001 to 20 % by weight, preferably 0.05 to 10 % by weight, of the active compound mixture, based on the material to be protected.
The compositions according to the invention allow to replace the insecticidal compositions of the prior art in an advantageous manner by more effective ones. They exhibit good stability and advantageously have a broad spectrum of action.

Claims (11)

Patent Claims
1. Wood preservative comprising triflumuron and at least one synergistically complementing active compound.
2. Wood preservative according to Claim 1, additionally comprising at least one azole fungicide.
3. Composition or concentrate for the preservation of wood and derived timber products based on, or also comprising, triflumuron and at least one solvent, diluent and/or additive, characterized in that the composi-tion or concentrate comprises 0.01 to 25 % by weight of triflumuron as a mixture with 0.1 to 99.9 % by weight of at least one fungicide and over 40 % by weight of a mixture of solvent and/or diluent and/or organo-chemical binder and/or fixative, processing auxiliary, colorant, pigment, colorant mixture or pigment mixture.
4. Composition or concentrate according to Claim 3, characterized in that the solvent and/or diluent comprises an organochemical solvent or solvent mixture and/or an oily or oil-type organochemical solvent or solvent mixture of low volatility and/or a polar organochemical solvent or solvent mixture and/or water in combination with at least one emul-sifier and/or wetting agent.
5. Wood preservative according to one or more of Claims 1 to 4, character-ized in that it comprises, as the azole, Azaconazole:
1-{[2-(2,4-dichlorophenyl)-1,3-dioxolan-2-yl]methyl}1-H-1,2,4-tria-zoles Propiconazole:
1-[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl-1-H-1,2,4-triazoles Tebuconazole:
1-p-chlorophenyl-4,4-dimethyl-3(1H-1,2,4-triazol-1-y 1-methyl)pentan-3-ol Cyproconazole:
2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 2-(1-chloro-cyclopropyl)-1-(2-chlorophenyl)-3-1H-(1,2,4-triazol-1yl)propan-2-ol 2-(tert-butyl)-1-(2-chlorophenyl)-3-1H-(1,2,4-triazol-1-yl)propan-2-ol and/or hexaconazole or metconazole.
6. Composition or concentrate for the preservation of wood and derived timber products according to one or more of Claims 2 to 5, character-ized in that it comprises at least one azole in concentrations of 0.1 to 50 % by weight, preferably of 0.5 to 25 % by weight.
7. Wood preservative according to one or more of Claims 1 to 5, character-ized in that it comprises, as additional insecticide, chlorpyrifos, phoxim, silafluofen, cyfluthrin, cypermethrin, deltamethrin, permethrin, imidacloprid, hexaflumuron and/or lindane.
8. Composition for the preservation of wood and derived timber products according to one or more of Claims 1 to 7, characterized in that the composition (ready-to-use composition) comprises 0.2 to 3 % by weight of the fungicide, 0.005 to 1 % by weight, preferably 0.01 to 0.5 % by weight, of the insecticide and at least one organochemical solvent or solvent mixture and/or an oily or oil-type organochemical solvent or solvent mixture of low volatility and/or a polar organochemical solvent or solvent mixture and/or water and emulsifier and/or wetting agent and, if appropriate, 0 to 5 % by weight, preferably 0.1 to 3 % by weight, of fixative and/or other additives as the remainder.
9. Concentrate for the preservation of wood and derived timber products according to one or more of Claims 1 to 7, characterized in that the concentrate comprises 0.2 to 25 % by weight, preferably 3 to 8 % by weight, of the fungicide, 0.05 to 5 % by weight, preferably 0.5 to 1 % by weight, of the insecticide, 5 to 40 % by weight, preferably 10 to 30 % by weight (calculated as solids) of at least one organochemical binder and/or fixative or plasticizer and additionally an organochemical solvent or solvent mixture and/or an oily or oil-type organochemical solvent or solvent mixture of low volatility and/or a polar organochemical solvent or solvent mixture and/or a penetrant and/or water and an emulsifier and/or wetting agent as the remainder.
10. Process for the preservation of wood and derived timber products, char-acterized in that a composition according to Claims 1 to 9 is applied to the wood or the derived timber products, or the wood or the derived timber products are treated with the compositions.
11. Use of the compositions according to Claims 1 to 9 for the preservation of wood and derived timber products.
CA002185556A 1994-03-17 1995-03-06 Combinations of active insecticide substances Abandoned CA2185556A1 (en)

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BR9610913A (en) * 1995-09-29 1999-12-21 Remmers Bauchemie Gmbh Wood preservative
ES2127120B1 (en) * 1996-12-23 1999-11-16 Herrero Maria Pilar Mateo INHIBITOR PAINTINGS OF THE SYNTHESIS OF QUINTINA OF THE ARTHROPODS FOR THE CONTROL OF PESTS AND ALLERGENS.
ES2127121B1 (en) * 1996-12-23 1999-11-16 Herrero Maria Pilar Mateo EMULSIONABLE VINYL CONCENTRATE INHIBITOR OF THE SYNTHESIS OF CHITIN OF THE ARTHROPODS FOR THE CONTROL OF PESTS AND ALLERGENS.
TWI301400B (en) * 2002-02-22 2008-10-01 Ishihara Sangyo Kaisha Composition for controlling house insect pest and method for controlling house insect pest
DE10356820A1 (en) * 2003-12-05 2005-07-07 Bayer Cropscience Ag Synergistic insecticidal mixtures
CN1316888C (en) * 2004-03-12 2007-05-23 中国水稻研究所 Triflumuron mixed pesticide
IL165021A0 (en) * 2004-11-04 2005-12-18 Makhteshim Chem Works Ltd Pesticidal composition
DE102005043139A1 (en) * 2005-09-10 2007-03-22 Lanxess Deutschland Gmbh Synergistic mixtures
JP5101828B2 (en) * 2006-03-22 2012-12-19 日本曹達株式会社 Antifungal composition for wood and antifungal method
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