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
  • 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
  • A01N43/12—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 condensed with a carbocyclic ring
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
  • C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
  • C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
  • C10M2201/02—Water
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
  • C10M2219/102—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
  • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
  • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
  • C10M2219/106—Thiadiazoles
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/20—Metal working

Definitions

• the application relates to the use of benzothiophene-2-carboxamid-S, S-di- oxides, preferably N-cyclohexylbenzoth ⁇ open-2-carboxamid-S, S-d ⁇ ox ⁇ d, as a fungicide in cooling lubricants
• BCD's Benzoth ⁇ ophen-2-carboxam ⁇ d-S, S-d ⁇ ox ⁇ de
• BCD's Benzoth ⁇ ophen-2-carboxam ⁇ d-S, S-d ⁇ ox ⁇ de
• Their activity against plant-damaging fungi and dermatophytes is described above all.
• BCDs are suitable for protecting technical materials against microbial change or destruction.
• paints are mentioned, among other things. It has now surprisingly been found that N-alkyl BCDs are not only effective against the molds that usually grow on paints, but also against them which has different types of fungus and yeast populations in coolant lubricants.
• BCDs offer the advantage over other fungicides used in this application that even with longer periods of use there are no undesirable signs of discoloration.
• the small amounts required to control the growth of fungus and yeast allow w continue to be an economical driving style and thus make a contribution to increasing environmental and occupational safety
• the application therefore relates to the use of N-alkyl-benzoth ⁇ ophen-2-carboxamide-S, S-dioxides, preferably N-cyclohexyl-benzoth ⁇ ophen-2-carboxam ⁇ d-S, S-d ⁇ ox ⁇ d, for protecting cooling lubricant emulsions from infections by fungi and yeast
• N-alkyl compounds in which alkyl is methyl, ethyl, n- or 1-propyl, n-, I-, s- or t-butyl, n- or l-pentyl, n- or l-hexyl, n- or l-heptyl, n- or l-octyl, n- or l-nonyl, n- or l-decyl, n- or l-dodecyl, n- or l-octadecyl, for allyl, n- or i- Butenyl, n- or i-pentenyl, n- or i-hexenyl, propargyl, n- or l-butynyl, n- or l-pentynyl, n- or l-hexynyl, chloromethyl, bromomethyl, chloroethyl
• N-n-butyl-, N-n-pentyl-, N-n-hexyl-, N-cyclohexylmethyl, N-cyclohexyl-benzothiophene-2-carboxamide-S, S-dioxide are particularly preferred.
• N-Cyclohexyl-benzothiophene-2-carboxamide-S, S-diox ⁇ d is very particularly preferred
• the compounds have a particularly high microbicidal, in particular fungicidal activity, combined with a broad spectrum of activity against molds and yeasts relevant in cooling lubricants
• Aspergillus such as Aspergillus niger
• Candida such as Candida albicans
• Chaetomium such as Chaetomium globosum, Coniophora, such as Coniophora souna, Geot ⁇ chum as Geot ⁇ chum candidum, Lentinus, such as Lentinus tig ⁇ nus, Penicillium, such as Penicil to glaucum, Polyporus, such as Polyporus versicolor, Acremonium, as st ⁇ ctum Acremomum, Aureobasidium, such as Aureobasidium pullulans, Sclerophoma, such as Sclerophoma pityophila, T ⁇ choderma as T ⁇ choderma vi ⁇ de, Fusa ⁇ en like Fusarum solam
• the application also relates to mixtures of N-Alykl-BCDs with at least one further microbicidal or microbiostatic active ingredient
• Preferred mixture partners are, for example, the following compounds
• Formaldehyde and formaldehyde-releasing compounds such as benzyl alcohol mono- (poly) -hem ⁇ formal, oxazohdine, hexahydro-s-t ⁇ azine, N-methylolchloroacetamide, paraformaldehyde, l, 6-dihydroxy-2,5-dioxohexane, N, N'-dihydroxymethylene urea,
• Thiocyanates such as thiocyanatomethylthiobenzothiazole, methylene bisthiocyanate;
• Iodine derivatives such as diiodomethyl-p-tolyl sulfone, 3-iodo-2-propynyl alcohol, 4-chlorophenyl-3-iodopropargyl formal, 3-bromo-2,3-diiodo-2-propenylethyl carbamate, 2,3, 3-triiodallyl alcohol, 3-bromo-2,3-diiodo-2-propenyl alcohol, 3-iodo-2-propynyl-n-butyl carbamate, 3-
• Iodine-2-propynyl-n-hexylcarbamate 3-iodine-2-propynylcyclohexylcarbamate, 3-iodine-2-propynylphenylcarbamate;
• Phenol derivatives such as 3-methyl-4-chlorophenol, 3,5-dimethyl-4-chlorophenol, phenoxyethanol, dichlorophen, o-phenylphenol, m-phenylphenol, p-phenylphenol, 2-benzyl-
• Bromine derivatives such as 3-bromo-2-nitro-l, 3-propanediol, 2-bromo-4'-hydroxy-acetophenone, 2,2-dibromo-3-nitrile-propionamide, 1,2-dibromo-2,4-dicyanobutane , ß-bromo-ß-nitro-styrene;
• Pyridines such as 1-hydroxy-2-pyridinthione (and their Na, Fe, Mn, Zn salts), tetrachloro-4-methylsulfonylpyridine, pyrimethanol, mepanipyrim, dipyrithione;
• Metal soaps such as tin, copper, zinc naphtenate, octoate, 2-ethylhexanoate, oleate,
• Dialkyldithiocarbamates such as Na and Zn salts of dialkyldithiocarbamates, tetramethylthiuram disulfide, potassium N-methyldithiocarbamate;
• Nitriles such as 2,4,5, ⁇ -tetrachloroisophthalonitrile, disodium cyano-dithioimidocarbamate;
• Benzimidazoles such as Carbendazim, Benomyl, Furathiocarb, Fuberidazole, Thiophonat-methyl, Thiabendazole or their salts; Morpho nde ⁇ vate such as T ⁇ demorph, Fenpropimorph, Falimorph, Dimethomorph, Dodemorph, Aldimorph, Fenpropidin and their arylsulfonic acid salts, such as p-toluenesulfonic acid and p-dodecylphenyl-sulfonic acid,
• Benzothiazoles such as 2-mercaptobenzoth ⁇ azol, quinols such as 8-hydroxych ⁇ nohn and their Cu salts,
• Benzamides such as 2,6-D ⁇ chloro-N- (4-t ⁇ fluoromethylbenzyl) -benzam ⁇ de, boron compounds such as boric acid, boric acid ester, borax,
• N-alkyl BCDs and the active compound combinations according to the invention have a strong microbicidal action and can be used practically to combat unwanted microorganisms.
• the N-alkyl BCDs and the active compound combinations according to the invention are used to protect technical materials against attack and destruction by unwanted ones Suitable for microorganisms
• Active substances are to be protected against microbial change or destruction, adhesives, glue, paper and cardboard, textiles, leather, wood, paints and plastic articles, cooling lubricants and other materials that can be attacked or decomposed by microorganisms.
• the materials to be protected also include Parts of production systems, for example cooling lubricant circuits, which can be impaired by the multiplication of microorganisms
• the N-alkyl BCDs are preferably used in cooling lubricants, in adhesives, glues or in cooling lubricant circuits.
• the given long-term stability is of particularly high economic benefit, since it is unique due to its low level
• N-alkyl BCDs and the active compound combinations according to the invention can be converted into customary formulations, such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols and very fine encapsulations in polymeric substances
• formulations are prepared in a known manner, for example by mixing the active ingredients with extenders, that is to say liquid solvents, pressurized liquefied gases and / or solid carrier substances, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or Foam-producing agents
• extenders that is to say liquid solvents, pressurized liquefied gases and / or solid carrier substances, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or Foam-producing agents
• organic solvents can, for example, also be used as auxiliary solvents.
• Aromatic substances such as xylene, toluene, alkylnaphthalenes, chlorinated aromatics or chlorinated aliphatic hydrocarbons such as chlorobenzenes are essentially suitable as liquid solvents.
• Chlorethylene or methylene chloride
• aliphatic hydrocarbons such as cyclohexane or paraffins, eg petroleum fractions, alcohols, such as butanol or glycol, and their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, such as dim ethylformamide or dimethyl sulfoxide, as well as water, with liquefied gaseous extenders or carriers are meant liquids which are gaseous at normal temperature and under normal pressure, for example aerosol propellants, such as halogenated hydrocarbons, butane, propane, nitrogen and carbon dioxide; as solid carrier materials, e.g. natural rock meals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock meals, such as highly disperse silica,
• Aluminum oxide and silicates, as solid carriers for granules are possible e.g. broken and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite as well as synthetic granules from inorganic and organic flours as well as granules from organic material such as sawdust, coconut shells, corn cobs and tobacco stems
• suitable emulsifiers and / or foam-generating agents are, for example, nonionic and anionic emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, for example alkylaryl polyglycol ethers, Alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolyzates, for example lignin sulfite liquors and methyl cellulose can be used as dispersants
• Adhesives such as carboxymethyl cellulose, natural and synthetic, powdery, granular or latex-shaped polymers can be used in the formulations, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phosphophides, such as cephans and lecithins and synthetic phosphophides.
• Other additives can be mineral and vegetable oils his
• Dyes such as inorganic pigments, for example iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc can be used
• microbicidal agents used to protect the technical materials or
• Concentrates contain the active ingredient or combination of active ingredients in a concentration of 0, 1 and 95% by weight, in particular 1.0 to 60% by weight.
• the application concentrations of the active ingredient or combinations of active ingredients to be used according to the invention depend on the type and the occurrence of the microorganisms to be controlled and on the composition of the material to be protected.The optimum amount can be determined by means of test series. In general, the application concentrations are in the range from 0.001 to 5% by weight %, preferably from 0.01 to 1.0% by weight, based on the material to be protected when incorporating the material to be used according to the invention
• the means according to the invention advantageously make it possible to replace the previously available means with more effective ones. They show good stability, do not lead to discoloration and advantageously have a broad spectrum of activity
• the test is carried out with a mineral oil-based cooling lubricant.
• the concentrate is diluted with water so that a 5% emulsion results.
• the active substances to be tested are incorporated into this formulation in the specified concentration range.
• the samples obtained are then inoculated with bacteria and a mixture of mold and yeast (separate batches). After a week at room temperature, a sample is taken to determine the number of surviving microorganisms . The experiment is stopped as soon as the growth of the microorganisms is no longer controlled by the amount of microbicide added.
• the surviving microorganisms are determined for bacteria on standard bacterial agar, for molds and yeasts on malt extract agar, duplicate determinations being carried out in each case.
• the microorganisms used for inoculation include the following representatives
• Rhodotorula rubra Rhodotorula rubra
• CFU / ml The number of colony-forming units per ml (CFU / ml) is indicated.

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• Life Sciences & Earth Sciences (AREA)
• Chemical & Material Sciences (AREA)
• Wood Science & Technology (AREA)
• Zoology (AREA)
• Health & Medical Sciences (AREA)
• Engineering & Computer Science (AREA)
• Dentistry (AREA)
• General Health & Medical Sciences (AREA)
• Pest Control & Pesticides (AREA)
• Plant Pathology (AREA)
• Environmental Sciences (AREA)
• Agronomy & Crop Science (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Chemical & Material Sciences (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Organic Chemistry (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)
• Lubricants (AREA)

Applications Claiming Priority (3)

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• 1997
  • 1997-03-11 DE DE19709875A patent/DE19709875A1/de not_active Withdrawn
• 1998
  • 1998-02-26 JP JP53913898A patent/JP2001519840A/ja active Pending
  • 1998-02-26 CA CA002284492A patent/CA2284492A1/en not_active Abandoned
  • 1998-02-26 WO PCT/EP1998/001094 patent/WO1998039968A1/de not_active Application Discontinuation
  • 1998-02-26 AU AU67257/98A patent/AU6725798A/en not_active Abandoned
  • 1998-02-26 EP EP98912404A patent/EP0969721A1/de not_active Withdrawn

Non-Patent Citations (1)

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