EP0773281B1 - Zubereitungen zur Herstellung wirkstoffstabilisierter Kühlschmiermittelprodukte - Google Patents
Zubereitungen zur Herstellung wirkstoffstabilisierter Kühlschmiermittelprodukte Download PDFInfo
- Publication number
- EP0773281B1 EP0773281B1 EP96250190A EP96250190A EP0773281B1 EP 0773281 B1 EP0773281 B1 EP 0773281B1 EP 96250190 A EP96250190 A EP 96250190A EP 96250190 A EP96250190 A EP 96250190A EP 0773281 B1 EP0773281 B1 EP 0773281B1
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- EP
- European Patent Office
- Prior art keywords
- additive mixture
- oxide
- mercaptopyridine
- mixture according
- cooling lubricant
- 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.)
- Expired - Lifetime
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Classifications
-
- 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
-
- 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
- C10M2201/06—Metal compounds
- C10M2201/061—Carbides; Hydrides; Nitrides
-
- 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
- C10M2201/16—Carbon dioxide
-
- 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
- C10M2201/18—Ammonia
-
- 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 present invention relates to additive mixtures for cooling lubricant products and cooling lubricant products containing a Isothiazolone and one against chemical decomposition of isothiazolone effective stabilizer included.
- Isothiazolone compounds are effective as bactericidal and / or fungicidal active ingredients in cooling lubricants for metal processing known.
- certain components tend to be in Metalworking fluids for the destruction of isothiazolones and thus eliminate their microbiological protective activity. This is especially the case when the metal processing fluids in concentrated form.
- Isothiazolones can attack.
- An example for this is the sodium salt of 2-mercapto-pyridine-N-oxide (sodium omadine), that 5-chloro-2-methylisothiazolone decomposes in each system, in which both exist together.
- EP-A-0 425 143, US-A-4 150 026 and US-A-4 241 214 disclose that metal salt complexes of isothiazolones due to their improved thermal stability are used while the biological activity is maintained.
- EP-B-0 443 821 are additive mixtures for cooling lubricant products known, according to the preamble of claim 1 isothiazolone and one against chemical decomposition of the isothiazolone effective stabilizer.
- isothiazolone there is the use of sulfur Compounds or salts thereof disclosed with the EP 96 25 0190.4
- Isothiazolone can reversibly form an adduct, in particular Compounds in which a sulfur atom is added to a nitrogen, is bound aromatic ring.
- suitable compounds in EP-B-0 443 821) 4-mercaptopyridine, the Sodium salt of 2-mercaptopyridine, 2-mercaptobenzothiazole and 4-methyl-4-H-1,2,4-triazole-3-thiol called.
- the stabilizer effective ratio of stabilizer to isothiazolone is at least 0.1: 1 according to EP-B-0 443 821, in particular between 0.5: 1 to 1.5: 1.
- compositions known from EP-B-0 443 821 Isothiazolone and stabilizer can additionally solvents contain.
- Preferred solvents are so-called "capped polyols", such as. Triethylene.
- the present invention is based on the object
- Additive mixtures for cooling lubricant products available which isothiazolones as bactericidal and / or fungicidal Active ingredients contain, the cooling lubricant concentrates or from it manufactured cooling lubricant from microbial attack protect and the durability and life of the cooling lubricant products improve.
- the additive mixtures according to the invention should themselves be sufficiently stable and under practical conditions storable and durable.
- the metered addition should be in a cooling lubricant concentrate or in a cooling lubricant, preferably a water-mixed Coolant, can be done.
- the tasks are characterized by the characterizing features of Claims 1 and 11 solved.
- claim 1 is in the additive mixtures additionally provided a solubilizer, that of phenoxyethanol, phenoxypropanols, 1-methoxy-2-propanol, and mixtures thereof are selected.
- the solver is for example in an amount of 30 to 91.7 wt .-%, for example 30 to 75, preferably 40 to 70 Wt .-%, more preferably 50 to 65 wt .-% and in particular about 58 wt .-% in the additive mixture.
- the cooling lubricant products contain in addition to the usual Ingredients an additive mixture according to the invention.
- the cooling lubricant products can be used as cooling lubricant concentrate or contain the cooling lubricant concentrate. Accordingly, can the additives of the invention in cooling lubricant concentrates are introduced, which then to coolants be diluted.
- the cooling lubricant products can be used as Solution or as an emulsion. Preferably, water-mixed Coolant produced.
- the isothiazolones used in the additive mixture according to the invention are halogen-free and are represented by the formula reproduced in the Y is a (C 1 -C 18 ) alkyl or (C 3 -C 12 ) cycloalkyl group containing one or more hydroxy, cyano, alkylamino, dialkylamino, aryl, amino, carboxy, Carbalkoxy, alkoxy, aryloxy, alkylthio, arylthio, cycloalkylamino, carbamoxy or isothiazolonyl groups, an unsubstituted (C 2 -C 8 ) alkenyl or alkynyl group, a (C 7 -C 10 ) -Aralkyl distr which may be substituted with one or more (C 1 -C 4 ) alkyl or (C 1 -C 4 ) alkoxy groups, or an aryl group which is reacted with one or more nitro, (C 1 -
- heterocyclic are Sulfur-nitrogen compounds such as 2-mercaptopyridine N-oxide and corresponding salts, preferably alkali metal or ammonium salts such as.
- Pyrion-Na (40% aqueous solution of 2-mercaptopyridine N-oxide sodium salt), 2-mercaptopyridine N-oxide metal salt complexes such as zinc pyrithione (e.g., as a 48% aqueous dispersion), 2,2'-dithiobis (pyridine N-oxide) (pyrion disulfide), as well as Mixtures thereof.
- 2-mercaptopyridine N-oxide sodium salt such as zinc pyrithione (e.g., as a 48% aqueous dispersion), 2,2'-dithiobis (pyridine N-oxide) (pyrion disulfide), as well as Mixtures thereof.
- pyrion-Na, zinc pyrithione and pyrion disulfide preferred.
- oxidants such as iodopropynyl butyl carbamate, hydrogen peroxide, t-butyl hydroperoxide, sodium bromate and Cu (II) salts as co-stabilizers, with sodium bromate, hydrogen peroxide, 2-tert-butyl-6-methylphenol and pyrion disulfide are preferred as co-stabilizers.
- the isothiazolone content in the additive mixture 2.25 to 20.25% by weight, for example 6.75 to 20.25% by weight, preferably 9 to 13.5% by weight and in particular about 11% by weight be.
- the stabilizer content in the additive mixture may be about 1.3 to 10 wt .-%, for example 4 to 10 wt .-%, preferably 6 to 8 Wt .-% and in particular about 7 wt .-% amount, for example also 0.05 to 1.0, preferably 0.5 to 0.1 wt.%, in particular 0.2 wt .-% co-catalyst may be present.
- the molar ratio isothiazolone compound: stabilizer is for example at least 10: 1, preferably between 1.5: 1 and 1: 1.5 and especially about 1: 1, such as between 1.1: 1 and 1: 1.27.
- the additive mixtures are preferably in commercial Incorporated cooling lubricant concentrates, from which then Dilutions may be made with water, e.g. 4% dilutions.
- the liquid preparations may optionally contain further additives contain the functional properties of the cooling lubricant or cooling lubricant additive.
- the active ingredient isothiazolone
- the Stabilizer for example, Pyrion-Na
- the preparation is well dosed and can be stored under practical conditions and durable. Also advantageous is the good handling of the preparation, compared to storage, preparation and dosing of active substances present in two-component systems and stabilizers.
- the additive mixtures according to the invention can be coolants concentrates be added effectively, so that their durability and the lifetime of the finished cooling lubricant products, is improved compared to known systems.
- the raised Stability of the preparations according to the invention is evident especially in the lower tendency to form sediments.
- Kathon RH 893 designates a 45% n-Octylisothiazolone solution in 1,2-propylene glycol and pyrione-Na a 40% aqueous 2-mercaptopyridine N-oxide sodium salt solution.
- Formulations based on Kathon 893 and Pyrion-Na were in the molar ratio 1: 1 to 1: 5 in different Solver and solved for compatibility and stability examined.
- Total drug content (sum of N-octylisothiazolone and 2-mercaptopyridine N-oxide-Na salt) was about 18%.
- the Kathon 893 content is in all the same.
- the samples were at 40 ° C or Room temperature stored in clear glass and daily about 7 to Stirred for 8 hours. From the optically stable concentrates were prepared with deionized water 4% solutions or emulsions whose NOITZ content was determined by HPLC. Null values were not determined.
- N-octylisothiazolone content after storage Coolant concentrate: Kutwell 40
- the concentrates and emulsions plus additives were optical practically unchanged, even after storage.
- the concentrates differed partly due to different compositions.
- the products A to C differed in the stabilizing Effect of isothiazolone - with the exception of C at Coolant concentrate SA 2146 - not significant, too not versus a separate addition of Kathon 893 and Pyrion-Na.
- the preparations or active ingredients were each in the Concentrates incorporated from which then 4% dilutions in Norderstedter town water were used.
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Lubricants (AREA)
Description
Y eine (C1-C18)-Alkyl- oder (C3-C12)-Cycloalkylgruppe ist, die mit einer oder mehreren Hydroxy-, Cyano-, Alkylamino-, Dialkylamino-, Aryl-, Amino-, Carboxy-, Carbalkoxy-, Alkoxy-, Aryloxy-, Alkylthio-, Arylthio-, Cycloalkylamino-, Carbamoxy- oder Isothiazolonylgruppen substituiert sein kann, eine unsubstituierte (C2-C8)-Alkenyl- oder -Alkinylgruppe, eine (C7-C10)-Aralkylgruppe, die mit einer oder mehreren (C1-C4)-Alkyl- oder (C1-C4)-Alkoxygruppen substituiert sein kann, oder eine Arylgruppe ist, die mit einer oder mehreren Nitro-, (C1-C4)-Alkyl-, (C1-C4)-Alkyl-acrylamino-, Carb-(C1-C4)-alkoxy- oder Sulfamylgruppen substituiert sein kann, und
R und R1 jeweils unabhängig Wasserstoff, eine (C1-C4)-Alkylgruppe, eine (C4-C8)-Cycloalkylgruppe sind oder miteinander unter Ausbildung einer Benzoisothiazolonylgruppe verbunden sind, wobei N-Oktyl-Isothiazolon bevorzugt ist.
Stabilisator | Mol-Verh. NOITZ:Stab. | Aussehen des Konzentrates | NOITZ-Gehalt der Emulsion | ||
Nullwert: | n. 6d bei RT (40°C) | n. 20d bei RT (40°C) | |||
ohne | klar, rotbraun | 0,13 % | 0,13% (0,09%) | 0,11% (0,03%) | |
0,0233 % Na-Pyrion (40%ig) | 10:1 | klar, sehr dunkel | 0,13 % | 0,13% (0,12%) | 0,12% (0,07%) |
0,2233 % Na-Pyrion (40%ig) | 1:1 | klar, sehr dunkel | 0,14 % | 0,13% (0,13%) | 0,13% (0,13%) |
0,015 % Pyriondisulfid (96%ig) | 10:1 | klar, rotbraun | 0,13 % | 0,12% (0,12%) | 0,12% (0,09%) |
0,1572 % Pyriondisulfid (96%ig) | 1:1 | trübe, rotbraun | 0,13 % | 0,13% (0,12%) | 0,12% (0,12%) |
Nach 3 | 14 | 22 | 28 Tagen bei 40 °C | |
Kathon 893 | 0,01% | < 0,01% | < 0,01% | |
A | 0,12% | 0,10% | <0,01% | |
B | 0,12% | 0,09% | <0,01% | |
C | 0,13% | 0,10% | 0.09% | <0,01% |
Kathon 893 + Pyrion-Na | 0,14% | 0,12% | <0,01% |
Nach | 28 Tagen bei T |
Kathon 893 | < 0,01% |
A | 0,11% |
B | 0,11% |
C | 0,12% |
Kathon 893 + Pyrion-Na | 0,12 % |
Nach 3 | 14 | 22 | 28 | Tagen bei 40 °C | |
Kathon 893 | 0,13% | 0,11% | 0,11% | 0,11% | 0,11% |
A | 0,13% | 0,11% | 0,11% | 0,10% | 0,11% |
B | 0,13% | 0,11% | 0,11% | 0,11% | 0,11% |
C | 0,13% | 0,11% | 0,10% | 0,11% | 0,11% |
Kathon 893 + Pyrion-Na | 0,13% | 0,14% | 0,11% | 0,10% | 0,11% |
Präparat | Einsatz-Konz. | Überstandene Impfcyclen (Beimpfung mit Pilzsuspension) | |
ungelagerte Kühlschmiermittel Shell Dromus BX | gelagerte Kühlschmiermittel Shell Dromus BX | ||
A | 0,1% | >12 | >12 |
0,075% | >12 | >5 | |
0,05% | 3 | 1 | |
0,025% | 0 | 0 | |
B | 0,1% | >12 | >12 |
0,075% | >12 | >12 | |
0,05% | 10 | >6 | |
0,025% | 0 | 0 | |
C | 0,1% | >12 | >12 |
0,075% | >11 | >12 | |
0,05% | >11 | >12 | |
0,025% | 4 | 3 |
Einsatz-Konz. | Überstandene Impfcyclen (Beimpfung mit Pilzsuspension) | ||
Kathon 893 | Pyrion-Na (40%) | ungelagerte Kühlschmiermittel Shell Dromus BX | gelagerte Kühlschmiermittel Shell Dromus BX |
0,025% | >12 | 8 | |
0,018% | 9 | 3 | |
0,012% | 9 | 2 | |
0,006% | 0 | 1 | |
0,0175% | 0 | 0 | |
0,013% | 0 | 0 | |
0,0087% | 0 | 0 | |
0,004% | 0 | 0 | |
0,025% | 0,0175% | >12 | >12 |
0,018% | 0,013% | >12 | >5 |
0,012% | 0,0087% | >12 | 2 |
0,006% | 0,004% | 0 | 0 |
Claims (16)
- Additivmischung für Kühlschmiermittelprodukte, welchea. ein halogenfreies Isothiazolon der Formel in der
Y eine (C1-C18)-Alkyl- oder (C3-C12)-Cycloalkylgruppe ist, die mit_einer oder mehreren Hydroxy-, Cyano-, Alkylamino-, Dialkylamino-, Aryl-, Amino-, Carboxy-, Carbalkoxy-, Alkoxy-, Aryloxy-, Alkylthio-, Arylthio-, Cycloalkylamino-, Carbamoxy- oder Isothiazolonylgruppen substituiert sein kann, eine unsubstituierte (C2-C8)-Alkenyl- oder -Alkinylgruppe, eine (C7-C10)-Aralkylgruppe, die mit einer oder mehreren (C1-C4)-Alkyl- oder (C1-C4)-Alkoxygruppen substituiert sein kann, oder eine Arylgruppe ist, die mit einer oder mehreren Nitro-, (C1-C4)-Alkyl-, (C1-C4)-Alkyl-acrylamino-, Carb- (C1-C4)-alkoxy- oder Sulfamylgruppen substituiert sein kann, und
R und R1 jeweils unabhängig Wasserstoff, eine (C1-C4)-Alkylgruppe, eine (C4-C8)-Cycloalkylgruppe sind oder miteinander unter Ausbildung einer Benzoisothiazolonylgruppe verbunden sind,b. einen gegen chemische Zersetzung des Isothiazolons wirksamen Stabilisator, der ausgewählt ist aus 2-Mercaptopyridin-N-oxid, Metall- oder Ammoniumsalzen von 2-Mercaptopyridin-N-oxid, Metallsalz-Komplexen von 2-Mercaptopyridin-N-oxid, 2,2'-Dithiobis(pyridin-N-oxid) sowie Mischungen derselben, sowie gegebenenfalls einen Co-Stabilisator, undc. einen Lösungsvermittler umfaßt, der aus Phenoxyethanol, Phenoxypropanolen, 1-Methoxypropanol-2 und Mischungen derselben ausgewählt ist. - Additivmischung nach Anspruch 1, dadurch gekennzeichnet, daß der Lösungsvermittler in einer Menge von 30 bis 91,7 Gew.-%, bezogen auf die Additivmischung, enthalten ist.
- Additivmischung nach Anspruch 2, dadurch gekennzeichnet, daß der Lösungsvermittler in einer Menge von 30 bis 75 Gew.-%, bezogen auf die Additivmischung, enthalten ist.
- Additivmischung nach Anspruch 3, dadurch gekennzeichnet, daß der Lösungsvermittler in einer Menge von 50 bis 65 Gew.-%, bezogen auf die Additivmischung, enthalten ist.
- Additivmischung nach einem der Ansprüch 1 bis 4, dadurch gekennzeichnet, daß der Co-Stabilisator ein mildes Oxidationsmittel ist.
- Additivmischung nach einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, daß der Co-Stabilisator ausgewählt ist aus Jodpropinylbutylcarbamat, Wasserstoffperoxid, t-Butylperoxid, Natriumbromat, Cu(II)-Salzen, 2-tert.-Butyl-6-methylphenol und Pyriondisulfid.
- Additivmischung nach einem der Ansprüche 1 bis 6, die bezogen auf die Mischung folgende Komponenten umfaßt.a. 2,25 bis 20,25 Gew.-% N-Octylisothiazolon,b. etwa 1,3 bis 10 Gew.-% Mercaptopyridin-N-oxid-Natriumsalz undc. 30 bis 91,7 Gew.-% 2-Phenoxyethanol, 2-Phenoxypropanol oder 1-Methoxypropanol-2.
- Additivmischung nach Anspruch 7, die bezogen auf die Mischung folgende Komponenten umfaßt:a. 6,75 bis 20,25 Gew.-% N-Octylisothiazolon,b. 4 bis 10 Gew.-% Mercaptopyridin-N-oxid-Natriumsalz undc. 30 bis 75 Gew.-% 2-Phenoxyethanol, 2-Phenoxypropanol oder 1-Methoxypropanol-2.
- Additivmischung nach Anspruch 8, die bezogen auf die Mischung folgende Komponenten umfaßt:a. 9 bis 13,5 Gew.-% N-Octylisothiazolon,b. 6 bis 8 Gew.-% Mercaptopyridin-N-oxid-Natriumsalz undc. 50 bis 65 Gew.-% 2-Phenoxyethanol, 2-Phenoxypropanol oder 1-Methoxypropanol-2.
- Additivmischung nach Anspruch 9, die bezogen auf die Mischung folgende Komponenten umfaßt:a. etwa 11 Gew.-% N-Octylisothiazolon,b. etwa 7 Gew.-% Mercaptopyridin-N-oxid-Natriumsalz undc. etwa 58 Gew.-% 2-Phenoxyethanol, 2-Phenoxypropanol oder 1-Methoxypropanol-2.
- Kühlschmiermittelprodukte, dadurch gekennzeichnet, daß sie neben üblichen Bestandteilen eine Additivmischung gemäß einem der Ansprüche 1 bis 10 enthalten.
- Kühlschmiermittelprodukte nach Anspruch 11, dadurch gekennzeichnet, daß sie als Kühlschmiermittelkonzentrate oder gebrauchsfertig vorliegen.
- Kühlschmiermittelprodukte nach Anspruch 11 oder 12, dadurch gekennzeichnet, daß sie als Lösung oder als Emulsion vorliegen.
- Verwendung einer Additivmischung gemäß einem der Ansprüche 1 bis 10 zur Herstellung von Kühlschmiermittelprodukten.
- Verwendung nach Anspruch 14, dadurch gekennzeichnet, daß ein Kühlschmiermittelkonzentrat hergestellt wird.
- Verwendung nach Anspruch 15, dadurch gekennzeichnet, daß ein wassergemischtes Kühlschmiermittel hergestellt wird.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19534532A DE19534532C2 (de) | 1995-09-08 | 1995-09-08 | Additivmischungen für Kühlschmiermittelprodukte und deren Verwendung |
DE19534532 | 1995-09-08 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0773281A2 EP0773281A2 (de) | 1997-05-14 |
EP0773281A3 EP0773281A3 (de) | 1998-05-13 |
EP0773281B1 true EP0773281B1 (de) | 2005-10-19 |
Family
ID=7772453
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP96250190A Expired - Lifetime EP0773281B1 (de) | 1995-09-08 | 1996-09-05 | Zubereitungen zur Herstellung wirkstoffstabilisierter Kühlschmiermittelprodukte |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0773281B1 (de) |
DE (2) | DE19534532C2 (de) |
ES (1) | ES2247597T3 (de) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2320026B (en) * | 1996-12-05 | 2000-01-26 | Sunkyong Ind Ltd | Stabilized isothiazolone solution |
GB9708267D0 (en) | 1997-04-24 | 1997-06-18 | Johnson & Johnson | Chemical composition |
DE60000804T2 (de) * | 1999-04-16 | 2003-09-11 | Rohm And Haas Co., Philadelphia | Stabile mikrobizide Formulierung |
DE19961621C2 (de) * | 1999-12-13 | 2002-11-14 | Schuelke & Mayr Gmbh | Bakterizide und fungizide flüssige Zubereitungen für technische Produkte |
US20030039580A1 (en) * | 2001-02-26 | 2003-02-27 | Lonza Inc. | Stable preservative formulations comprising halopropynyl compounds and butoxydiglycol solvent |
EP1502508B1 (de) * | 2002-01-31 | 2011-02-23 | Rohm And Haas Company | Synergistische mikrobizide Kombinationen |
US9034905B2 (en) | 2003-02-05 | 2015-05-19 | Rohm And Haas Company | Synergistic microbicidal combinations |
DE10340829A1 (de) * | 2003-09-04 | 2005-04-07 | Schülke & Mayr GmbH | Salzarme oder salzfreie mikrobizide Zusammensetzung auf Basis von Isothiazolon-Derivaten und Pyriondisulfid |
DE102004052878A1 (de) | 2004-11-02 | 2006-05-04 | Schülke & Mayr GmbH | Isothiazolonhaltige Konservierungsmittel mit verbesserter Stabilität |
DE102006045066B4 (de) * | 2006-09-21 | 2010-07-01 | Schülke & Mayr GmbH | Mikrobizide Zubereitung auf der Basis von 1,2-Benzisothiazolin-3-on mit einem Gehalt an aromatischem Alkohol |
DE102009048189A1 (de) | 2009-10-02 | 2011-04-07 | Schülke & Mayr GmbH | Lagerstabile mikrobizide Konzentrate und deren Verwendung als Konservierungsmittel |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3870795A (en) * | 1973-02-28 | 1975-03-11 | Rohm & Haas | Stabilization of solutions of 3-isothiazolones employing certain metal nitrates and nitrites |
DE3904099C1 (de) * | 1989-02-11 | 1990-07-12 | Schuelke & Mayr Gmbh, 2000 Norderstedt, De | |
DE3911808A1 (de) * | 1989-04-11 | 1990-10-18 | Riedel De Haen Ag | Fluessiges konservierungsmittel |
DE58906847D1 (de) * | 1989-11-10 | 1994-03-10 | Thor Chemie Gmbh | Stabilisierte wässrige Lösungen von 3-Isothiazolinonen. |
GB9003871D0 (en) * | 1990-02-21 | 1990-04-18 | Rohm & Haas | Stabilization of isothiazolones |
US5037989A (en) * | 1990-04-05 | 1991-08-06 | Rohm And Haas Company | Phenoxyalkanol as a stabilizer for isothiazolone concentrates |
US5108500A (en) * | 1990-12-10 | 1992-04-28 | Rohm And Haas Company | Stabilization of water insoluble 3-isothiazolones |
JP3524937B2 (ja) * | 1992-02-10 | 2004-05-10 | 日本エンバイロケミカルズ株式会社 | 工業用殺菌剤 |
GB9300936D0 (en) * | 1993-01-19 | 1993-03-10 | Zeneca Ltd | Stable liquid compositions and their use |
JPH07133205A (ja) * | 1993-11-08 | 1995-05-23 | Shinto Paint Co Ltd | 木材用防カビ組成物 |
US5478797A (en) * | 1994-11-21 | 1995-12-26 | Rohm And Haas Company | Bromate stabilization of nitrate-free 3-isothiazolones at pH 4-5.1 |
US5599827A (en) * | 1995-05-16 | 1997-02-04 | Rohm And Haas Company | Stable microemulsions of certain 3-isothiazolone compounds |
-
1995
- 1995-09-08 DE DE19534532A patent/DE19534532C2/de not_active Expired - Fee Related
-
1996
- 1996-09-05 DE DE59611282T patent/DE59611282D1/de not_active Expired - Lifetime
- 1996-09-05 ES ES96250190T patent/ES2247597T3/es not_active Expired - Lifetime
- 1996-09-05 EP EP96250190A patent/EP0773281B1/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
ES2247597T3 (es) | 2006-03-01 |
DE59611282D1 (de) | 2006-03-02 |
DE19534532C2 (de) | 1999-04-08 |
DE19534532A1 (de) | 1997-03-20 |
EP0773281A3 (de) | 1998-05-13 |
EP0773281A2 (de) | 1997-05-14 |
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