EP0192358B1 - Metallbearbeitungsflüssigkeitzusammensetzung - Google Patents

Metallbearbeitungsflüssigkeitzusammensetzung Download PDF

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Publication number
EP0192358B1
EP0192358B1 EP86300562A EP86300562A EP0192358B1 EP 0192358 B1 EP0192358 B1 EP 0192358B1 EP 86300562 A EP86300562 A EP 86300562A EP 86300562 A EP86300562 A EP 86300562A EP 0192358 B1 EP0192358 B1 EP 0192358B1
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Prior art keywords
composition according
amine
hydrogen
formula
hydroxyl
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EP86300562A
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English (en)
French (fr)
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EP0192358A2 (de
EP0192358A3 (en
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Yuval Halpern
Lee Cherney
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GE Chemicals Inc
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GE Chemicals Inc
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    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/26Carboxylic acids; Salts thereof
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    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10M2207/121Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
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    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/129Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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    • C10M2207/10Carboxylix acids; Neutral salts thereof
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10N2050/01Emulsions, colloids, or micelles

Definitions

  • the present invention relates to water soluble metal-working compositions in general, and to water soluble lubricants and coolants in particular.
  • Metal-working compositions of the present invention may be used in commercial applications, such as steel drilling, milling, tapping, grinding, boring, turning and cutting.
  • US-A-2,917,160 relates to a water-soluble lubricating composition of an amine and a salt-forming acid, such as phosphoric acid or lactic acid.
  • This lubricant composition should have a pH below 8, and is useful in water emulsions in a ratio of 1 part amine to 3 parts water.
  • a similar aqueous cutting fluid is disclosed by US ⁇ A ⁇ 3,186,946. This cutting fluid consists of a tertiary amine in aqueous solution with boric acid to form an amine salt.
  • US ⁇ A ⁇ 3,195,332 discloses an aqueous lubricant composition which includes an aqueous lubricant composition which includes a polyoxyethylene imidazoline.
  • a corrosion inhibitor such as sodium nitrite, triethanolamine or morpholine may also be included.
  • US ⁇ A ⁇ 2,990,369 discloses a metal-working lubricant specifically adapted for the cutting and grinding of titanium.
  • This water-based lubricant composition comprises sodium fluoride, a high molecular weight imidazoline, a silicofluoride and a rosin amine ethylene oxide adduct.
  • US ⁇ A ⁇ 3,265,620 discloses an aqueous metal-working coolant comprising an ethanol amine, an alkali metal nitrite, and an aryl triazole which is at least one of benzotriazole and 4-nitrobenzotriazole.
  • Such compositions preferably should include a chelating agent, such as an amino polycarboxylic acid.
  • compositions which may be emulsified in water, is disclosed by US-A-4,185,485.
  • This composition includes an ester formed by reacting an alkenylsuccinic anhydride or acid with a hydroxy-containing tertiary alkylamine, such as triethanolamine, or a hydroxypolyether amine.
  • This composition may also contain a C27-Clo monocarboxylic acid.
  • the reaction product is formed from an alkenylsuccinic anhydride or acid reacted with a hydroxy polyether amine
  • the composition may contain a rosin soap in addition to or instead of the monocarboxylic acid.
  • US ⁇ A ⁇ 3,280,029 relates to a composition for improved lubricating oils and water-in-oil emulsions comprising alkyl amino monoalkanols, such as monoethyl ethanol-amine, diethyl ethanol-amine and diethyl ethoxyethanol amine.
  • US ⁇ A ⁇ 4,043,925 relates to a water-based metal-forming composition comprising a block copolymer with a central portion of polypropylene oxide with polyethylene oxide at each end, a sulfochlorinated fatty acid, an alkoxylated 1,5-aza pentane, and potassium hydroxide.
  • US ⁇ A ⁇ 4,329,249 relates to the formation of nitrogen-containing phosphorus-free carboxylic acid derivatives. These derivatives may be formed by reacting a carboxylic acid acylating agent with an alkylmonoalkoxy tertiary amine, and are useful for the incorporation of oil-soluble, water-insoluble functional additives into water-based functional fluids, such as water-based hydraulic fluids.
  • metal-working fluids related in certain aspects to the metal-working fluid of the present invention, are disclosed by US-A-4,172,802, US ⁇ A ⁇ 4,177,154 and US-A-3,933,658.
  • a phosphoral tris(diethylamide) additive is disclosed for water-based and ethylene-glycol based hydraulic fluids and lubricants in Wear, 50 (1978) 365-369, Ludomir, Tokarzewski, Zakrzewski, Wachowicz and Szczepaniak.
  • Another phosphorus based metal-working composition is disclosed in Polish Patent Document No. 116,962 to Szczepaniak et al.
  • metal working fluids may have some disadvantages which are obviated or minimized by the metal working fluid of the present invention.
  • the metal working composition of the present invention may be synthesized by merely mixing the components together.
  • metal working fluids do not require that the components chemically react with each other, many compositions require a high proportion of relatively more expensive active ingredients to relatively less expensive ingredients, thereby increasing the cost of the metal-working composition.
  • Some metal working compositions may have the further disadvantage of requiring components which pose a potential health hazard to persons using them.
  • many metal working fluids used in the past contained nitrites, which have recently been recognized as participating in the conversion of certain chemical substances into carcinogens.
  • the United States Environmental Protection Agency recently promulgated a rule prohibiting the addition of nitrosating agents, such as nitrites, to triethanolamine salts of substituted organic acids when the mixture is to be used in metal working fluids due to the carcinogenic propensity of such materials demonstrated in animal studies (Federal Register, Vo. 49 No. 116, June 14,1984, Rules and Regulations). This difficulty is avoided by the present invention, which exhibits good metal working properties without containing nitrosating agents.
  • the present invention provides a water-soluble, metal-working composition
  • a water-soluble, metal-working composition comprising:
  • R 1 is hydrogen, hydrocarbyl, hydroxyalkyl or hydroxyl-terminated poly(oxyalkylene).
  • the hydrocarbyl moieties may be aryl, alkyl or alkenyl in character, such as phenyl, stearyl, oleyl, soya, coco and tallow. Alkyl or alkenyl groups are preferred.
  • R 1 may be selected independent of R 2 , when R 1 is hydrocarbyl it is preferred that R 1 be the same as R 2 due to the relative cost efficiency of preparing the amine when, instead of being different hydrocarbyl moieties, both R 1 and R 2 are the same.
  • R 1 is hydroxyalkyl or hydroxyl-terminated poly(oxyalkylene), consistent with those defined for R 3 .
  • R 3 may only be hydroxyalkyl or hydroxyl-terminated poly(oxyalkylene).
  • these moieties consist essentially of oxyalkylene units generally described by the following formula:- wherein R 7 is hydrogen or C 1 ⁇ C 28 hydrocarbyl, such as alkyl groups like methyl, ethyl and propyl, and n is at least one. More preferably, R 7 is hydrogen, methyl or ethyl, so that the alkoxy unit is hydroxyethyl, 2-hydroxypropyl or 2-hydroxybutyl. The first two of these are even more preferred.
  • R 3 may be a moiety consisting of a mixture of different oxyalkylene units, such as a mixture of oxyalkylene units and oxypropylene units, it is more preferred that R 3 be homogeneous. Hydroxyethyl and poly(oxyethylene) moieties are most preferred.
  • R 1 may be selected independently from R 3 , it is preferred that R 1 consist essentially of at least some of the same units as R 3 in order to simplify preparation of the amine (a).
  • R 3 is a poly(oxyalkylene) moiety of mixed oxyethylene and oxypropylene units
  • R 1 be hydroxyethyl, hydroxypropyl, poly(oxyethylene), poly(oxypropylene) or a poly(oxyalkylene) moiety of mixed oxyethylene and oxypropylene units.
  • R 1 and R 3 are chosen such that the total number of oxyalkylene units in the amine (a) is from 2 to 35.
  • the total number of oxyalkylene groups may be 2 when each of R 1 and R 3 is hydroxyethyl or when R 3 is a poly(oxyalkylene) moiety consisting of 2 oxyethylene units and R 1 is hydrogen or a hydrocarbyl moiety such as tallow. More preferably, the total number of oxyalkylene units in amine (a) is 5 to 20, such as where R 3 is a poly(oxyalkylene) moiety consisting of three oxyethylene units and R 1 is a poly(oxyalkylene) moiety consisting of two oxyethylene units.
  • Amines for use as amine (a) consistent with the preferred embodiment of the invention are commercially available from the Borg-Warner Corporation under the trademark "PEGAMEEN".
  • the alkanolamine (b) is relatively small as compared with amine (a) and is of the formula: wherein R 4 ; R 5 and R a are as hereinbefore defined.
  • R 4 is C 1 ⁇ C 6 hydrocarbyl it can be, for example, phenyl, ethyl, propyl or butyl.
  • R 4 is a group of formula the oxyalkylene moiety consists essentially of oxyethylene, 2-oxypropylene and 2-oxybutylene units, or mixtures thereof.
  • R 4 is selected from hydroxyethyl(HO ⁇ CH 2 CH 2 ⁇ ), and moieties.
  • R 4 may be a poly(oxyalkylene) moiety, such as or R 4 preferably is a simple oxyalkylene moiety, such as hydroxyethyl or 2-hydroxypropyl, a simple hydrocarbyl such as methyl or ethyl, or hydrogen, such as in dimethyl ethanolamine, N-phenyl ethanolamine, and N,N-diethyl ethanolamine. Hydroxyethyl and hydrogen are most preferred, such as when the alkanol amine is triethanolamine, diethanolamine or N-methyl ethanolamine.
  • R 5 may be C 1 -C 6 hydrocarbyl or a group of formula as discussed above for R 4 . However, unlike R 4 , R 5 may not be hydrogen. Consequently, although the alkanolamine (b) may be a secondary or tertiary amine, the alkanolamine may not be a primary amine. In the embodiment of the invention which is most preferred, R 5 is methyl, as in N-methyl ethanolamine or dimethyl ethanolamine, or hydroxyethyl, as in diethanolamine or triethanolamine.
  • R 6 is group of the formula as discussed above for R 5 .
  • R 6 is hydroxyethyl or 2-hydroxypropyl. Hydroxyethyl is more preferred. Triethanolamine, N-methyl ethanolamine and mixtures thereof are most preferred.
  • each of R 4 , R s and R 6 may be a hydroxyl-terminated poly(oxyalkylene) group
  • the alkanolamine may contain no more than a total of 6 oxyalkylene units. However, fewer than 6 oxyalkylene units are preferred, such as in triethanolamine, diethanolamine and N-methyl ethanolamine, wherein the total number of oxyalkylene units is equal to or less than 3.
  • the composition of the present invention also contains (c) an organic acid, an inorganic acid or a salt derived from an organic or inorganic acid by the replacement of an acidic hydrogen by another appropriate cation.
  • Preferred organic acids include acetic acid, propionic acid, butyric acid, formic acid, oxalic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, benzoic acid, suberic acid, azelaic acid, para-toluene sulfonic acid, sebacic acid, and amino acids such as alanine, leucine, phenylalanine, glycine, tyrosine, serine, aspartic acid and glutamic acid.
  • the component (c) is an organic acid, with phosphoric acid, nitric acid and sulfuric acid being preferred. Boric acid is not preferred. Phosphoric acid is most preferred.
  • component (c) is a salt of an organic or inorganic acid, and preferably is a salt of the preferred acids discussed above.
  • (c) is a salt, it is preferred that it be a Group VIII metal, alkaline metal, alkaline earth metal or amine salt.
  • salts consistent with this embodiment include iron phosphates, ammonium sulfates and sodium nitrates.
  • the composition of the present invention provides a metal-working composition in which time-consuming and costly component preparation may be avoided, and yet achieve excellent cooling, high lubricity, and extreme-pressure properties. Further, the composition of the present invention may exhibit high thermal and hydrolytic stability, while inhibiting the development of rust on the workpiece and equipment. Some formulations, such as those containing N-methyl ethanolamine as some or all of the alkanolamine component, may also exhibit a lowered susceptibility to the growth of mold and bacteria.
  • the ratio of the ingredients for optimum performance in a particular application, such as extreme-pressure properties, can be adjusted as needed. It is preferred, however, that the ratio by weight of the alkanolamine (b) to the amine (a) be 20:1 to 0.05:1, more preferably 10:1 1 to 0.1:1, and most preferably 7:1 to 0.5: 1. When the ratio of the alkanolamine (b) to the amine (a) is 20:1 to 0.05:1, it is preferred that the ratio by weight of component (c) to the amine (a) be 3:1 to 0.01:1, more preferably 1.5:1 to 0.1:1.
  • composition of the present invention usually will be stored and shipped in a relatively concentrated form. Although this concentrate may contain no significant quantities of water, the composition usually will be shipped and stored as an aqueous solution which contains 10-60% by weight, and preferably 20-50% by weight, of (a), (b) and (c) combined.
  • composition of the present invention may be used in a concentrated form, due to the fact that a significant portion of the cost of a lubricating composition generally is for the "active" components rather than the carrier medium, e.g. water or oil, it is generally preferred that the amount of metal-working composition in a lubricant or coolant be as low as practically possible.
  • the composition of the present invention may be used in the form of highly dilute aqueous solutions without adversely affecting the lubricity, extreme-pressure or anti-wear properties of the invention.
  • the composition is an aqueous solution which includes at least 85% by weight water, based on the total weight of the solution, and 0.1 to 15%, more preferably 0.5 to 10% by weight, and most preferably 0.5 to 5%, by total weight of (a), (b) and (c), although, as is known to those skilled in the art, the appropriate concentration will vary depending on the application.
  • the pH of the composition be 7.5 to 10.5, more preferably 8 to 9.5, in order to minimize the corrosive effects of the composition on the workpiece.
  • pH's in the preferred ranges may be attained by adjusting the proportions of the various components to each other, and/or by adding other components, such as acids or bases, to maintain the proper pH balance.
  • Other components may also be added to assist in solubilizing the composition in water, although these are not usually necessary.
  • Other known additives such as biocides, dyes, perfumes, antifoam compounds, crystal growth modifiers, scale inhibitors and chelating agents for hard water use may also be included.
  • Examples 1-28 illustrate the testing of various fluids to determine their load carrying properties by determining their maximum load to failure. Testing reported in Tables I and II was performed according to ASTM No. D 3233-73, "Standard Methods for Measurement of Extreme Pressure Properties of Fluid Lubricants (Falex Methods)".
  • the lubricating fluids in these examples are fluids formed by placing the components indicated in deionized water. Amounts indicated are weight percent, based upon the total weight of the fluid.
  • the term DEA indicates diethanolamine and TEA indicates triethanolamine.
  • Examples 1-7 represent various formulations of the preferred embodiment of the invention, wherein the solubilizing component is the inorganic acid, H 3 PO 4 .
  • the composition of the present invention is not limited to inorganic acids or H 3 P0 4 in particular may be seen from Examples 21-28.
  • Comparative Examples C8-C12 represent testing of various commercially available metal-working compositions as a basis for comparing the composition of the present invention.
  • Cim Cool 400 is a proprietary metal-working concentrate, for heavy machinery and grinding, of Cincinnati Milacron; Do-All is #470 soluble oil of Do-All Finishing Company; Antara HR-719 is a proprietary metal-working lubricant of GAF Corp.; E-Cool is a proprietary fluid from Henry E. Sanson & Sons, Inc., and Clear Mint is a concentrated, synthetic cutting lubricant, coolant and rust inhibitor from Amitron Products, Inc.
  • Comparative Examples C13-C20 represent testing of various components useful in making the composition of the present invention.
  • H 3 P0 4 is 85 wt.% phosphoric acid aqueous solution.
  • PEGAMEEN is a Trademark of Borg-Warner Chemicals, Inc. used in conjunction with amines compounds containing a relatively large hydrocarbyl group and useful as amine (a) in the compositions of the present invention, according to the general formula discussed above, wherein R 1 is a hydroxyalkyl or hydroxyl-terminated poly(oxyalkylene) moiety.
  • the numerical portion of the PEGAMEEN designation, such as T-7, T-15 and T-25 indicates the average value of the total number of oxyalkylene units in the large amine compound. Consequently, T-7 indicates an average value of 7, T-15 indicates an average value of 15, and T-25 indicates an average value of 25.
  • R 2 is a tallow moiety.
  • the results of Examples 1-C20 are reported in Table I.
  • Examples 21-28 illustrate the effect of various inorganic acids, such as H 2 S0 4 and boric oxide, which hydrolyzes to boric acid in the presence of water, carboxylic acids, and salts on the extreme-pressure test results conducted as described above.
  • a series of compositions were prepared containing 0.4% by weight of Pegameen T-7, 2.0% by weight triethanolamine and various concentrations of different acids or salts.
  • the acids or salts, their concentration and the extreme-pressure test results are indicated in Table II.
  • alkanolamine may be N-methyl ethanolamine without degrading the metal working properties of the composition of the present invention.

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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)
  • Inorganic Chemistry (AREA)
  • Lubricants (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)

Claims (19)

1. Wasserlösliche Zusammensetzung für die Metallverarbeitung enthaltend:
(a) ein Amin der Formel
Figure imgb0026
worin R1 Wasserstoff, Hydrocarbyl, Hydroxyalkyl oder mit Hydroxyl endendes Poly(oxyalkylen) ist, R2 ein C12―C20 Hydrocarbyl und R3 Hydroxyalkyl oder mit Hydroxyl endendes Poly(oxyalkylen) ist;
(b) ein Alkanolamin der Formel
Figure imgb0027
worin R4 ist (i) Wasserstoff, (ii) C1-C6 Hydrocarbyl oder (iii) eine mit Hydroxyl endende Gruppe der Formel
Figure imgb0028
worin R Wasserstoff, Methyl oder Äthyl ist, und n wenigstens gleich 1 ist, R5 ist: (i) C1-C6 Hydrocarbyl oder (ii) eine mit Hydroxyl endende Gruppe der Formel
Figure imgb0029
worin R Wasserstoff, Methyl oder Äthyl ist, und n wenigstens 1 ist, und R6 ist (i) eine mit Hydroxyl endende Gruppe der Formel
Figure imgb0030
worin R Wasserstoff, Methyl oder Äthyl ist und n wenigstens 1 ist mit der Maßgabe, daß das Alkanolamin höchstens 6 Oxyalkylengruppen der Formel
Figure imgb0031
enthält und
(c) eine organische oder anorganische Säure oder ein Salz derselben.
2. Zusammensetzung nach Anspruch 1, worin R1 und R3 unabhängig eine mit Hydroxyl endende Gruppe der Formel
Figure imgb0032
ist, worin R7 Wasserstoff oder C1―C28 Hydrocarbyl ist und n wenigstens 1 ist; R, und R3 so ausgewählt sind, daß die Gesamtzahl oder Oxyalkylengruppe der Formel (̵O―CU―CH2)̵ in diesem Amin (a) von 2 bis 35 beträgt.
3. Zusammensetzung nach Anspruch 2, worin R7 Wasserstoff oder Methyl ist.
4. Zusammensetzung nach Anspruch 2 oder 3, worin die Gesamtzahl der Oxyalkylengruppe in dem Amin (a) von 5 bis 15 oder 20 beträgt.
5. Zusammensetzung nach einem der Ansprüche 1 bis 4, worin R2 Stearyl, Oleyl, der Fettsäurerest von Kokosöl, Sojaöl oder Tallöl ist.
6. Zusammensetzung nach einem der vorstehenden Ansprüche, worin R5 Methyl, Hydroxyäthyl oder Hydroxypropyl ist und R4 unabhängig aus den gleichen Möglichkeiten wie R5 und weiterhin Wasserstoff ausgewählt ist.
7. Zusammensetzung nach einem der vorausgehenden Ansprüche, worin (c) ist: (i) eine anorganische Säure, ausgewählt aus H3P04, H2S04 und HN03, (ii) eine organische Säure ausgewählt aus Essigsäure, Ameisensäure, Propionsäure, Oxalsäure, Bernsteinsäure, Glutarsäure, Adipinsäure, Pimelinsäure, Benzoesäure, Suberinsäure, Azelainsäure, Paratoluolsulfonsäure, Sebacinsäure und Aminosäuren oder (iii) ein Salz, ausgewählt aus einem Metall der Gruppe (VIII), Alkalimetall, Etdalkalimetall, Nitrat-, Sulfat-, Phosphat- und Aminsalzen.
8. Zusammensetzung nach einem der vorhergehenden Ansprüche, worin das Gewichtsverhältnis des Alkanolamins (b) zu dem Amin (a) von 20:1 bis 0,05:1 beträgt.
9. Zusammensetzung nach Anspruch 8, worin das Gewichtsverhältnis von 10:1 bis 0,1:1 beträgt.
10. Zusammensetzung nach Anspruch 8, worin das Gewichtsverhältnis von 7:1 bis 0,5:1 beträgt.
11. Zusammensetzung nach einem der vorhergehenden Ansprüche, worin das Gewichtsverhältnis von (c) zu dem Amin (a) von 3:1 bis 0,01: beträgt.
12. Zusammensetzung nach Anspruch 11, worin das Gewichtsverhältnis von 1,5:1 bis 0,1:1 beträgt.
13. Zusammensetzung nach einem der vorhergehenden Ansprüche, die in Form einer wässrigen Lösung vorliegt.
14. Zusammensetzung nach Anspruch 13, worin (a), (b) und (c) zusammen 0,1 bis 15 Gew.-% der Lösung ausmachen.
15. Zusammensetzung nach Anspruch 14, worin (a), (b) und (c) zusammen 0,5 bis 10 Gew.-% der Lösung ausmachen.
16. Zusammensetzung nach Anspruch 13, 14 oder 15, worin die Lösung einen pH-Wert von 7,5 bis 10,5 aufweist.
17. Zusammensetzung nach Anspruch 16, worin die Lösung einen pH-Wert von 8 bis 9,5 aufweist.
18. Zusammensetzung nach einem der vorhergehenden Ansprüche, worin das Alkanolamin (b) Triäthanolamin, Diäthanolamin oder N-Methyläthanolamin ist.
EP86300562A 1985-02-04 1986-01-28 Metallbearbeitungsflüssigkeitzusammensetzung Expired - Lifetime EP0192358B1 (de)

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SE452627B (sv) * 1986-05-13 1987-12-07 Berol Suisse Sa Forfarande vid mekanisk bearbetning av metaller i nervaro av ett vattenbaserat kylsmorjmedel samt koncentrat av kylsmorjmedlet
SE460671B (sv) * 1988-03-30 1989-11-06 Berol Kemi Ab Vattenbaserad metallbearbetningsvaetska innehaallande en alkanolaminfoerening som antimikrobiellt medel och ett saett att bearbeta metaller under anvaendning av samma alkanolaminfoerening
JPH0269508A (ja) * 1988-09-03 1990-03-08 Fuji Kobunshi Kk 熱圧成形化粧板用樹脂組成物
SE500598C2 (sv) * 1992-12-17 1994-07-25 Berol Nobel Ab Användning av en sekundär amin som ett korrosionsinhiberande och antimikrobiellt medel och en vattenhaltig alkalisk vätska för industriella ändamål innehållande sagda amin
SE514315C2 (sv) * 1998-09-07 2001-02-12 Rolf Skoeld Ett förfarande för mekanisk bearbetning av en metall, som innehåller koppar eller aluminium
CN101597540B (zh) * 2009-07-03 2012-05-23 华南理工大学 一种适用于气门加工的防锈切削液
EP2449153B1 (de) 2009-07-03 2019-01-09 Akzo Nobel Chemicals International B.V. Polymerische korrosionsinhibitoren
EP2611889B1 (de) 2010-08-30 2014-11-26 Akzo Nobel Chemicals International B.V. Verwendung von polyesterpolyaminen und polyester-polyquartenärammoniumverbindungen als korrosionsinhibitoren
CN111040827B (zh) * 2019-12-11 2022-11-29 富兰克润滑科技(太仓)有限公司 一种有机羧酸复配剂、制备方法及钢板水基加工液
CN111500352A (zh) * 2020-04-13 2020-08-07 南通科星化工有限公司 一种金属切削液及制备方法
CN111925858B (zh) * 2020-08-05 2023-01-06 沂盟材料科技(上海)有限公司 用于金属件加工的水性全合成搓丝液及其制备方法和应用
CN113462458A (zh) * 2021-07-15 2021-10-01 江苏捷捷半导体新材料有限公司 一种高效金刚线硅片切割液
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FR2231739B1 (de) * 1973-05-29 1980-04-04 Exxon Research Engineering Co
JPS6025080B2 (ja) * 1982-12-03 1985-06-15 出光興産株式会社 金属加工油
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EP0192358A2 (de) 1986-08-27
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MX168689B (es) 1993-06-04
KR860006535A (ko) 1986-09-11
EP0192358A3 (en) 1987-10-14

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