Classifications

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  • 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
  • C10M135/20—Thiols; Sulfides; Polysulfides
  • C10M135/28—Thiols; Sulfides; Polysulfides containing sulfur atoms bound to a carbon atom of a six-membered aromatic ring
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  • C10M173/00—Lubricating compositions containing more than 10% water
  • C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
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  • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
  • C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
  • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
  • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
  • C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
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  • C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
  • C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
  • C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
  • C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
  • C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
  • C23F11/16—Sulfur-containing compounds
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  • 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
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  • 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
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/02—Hydroxy compounds
  • C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/022—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
  • C10M2207/0225—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups used as base material
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
  • C10M2207/046—Hydroxy ethers
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
  • C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
  • C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
  • C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
  • C10M2207/126—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids monocarboxylic
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
  • C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
  • C10M2207/127—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids polycarboxylic
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
  • C10M2207/141—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
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  • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
  • C10M2207/10—Carboxylix acids; Neutral salts thereof
  • C10M2207/14—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
  • C10M2207/142—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings polycarboxylic
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  • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
  • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
  • C10M2209/084—Acrylate; Methacrylate
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  • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
  • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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  • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
  • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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  • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
  • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
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  • C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
  • C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
  • C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
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  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
  • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
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  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/22—Heterocyclic nitrogen compounds
  • C10M2215/221—Six-membered rings containing nitrogen and carbon only
  • C10M2215/222—Triazines
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  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
  • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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  • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
  • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
  • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
  • C10M2219/086—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing sulfur atoms bound to carbon atoms of six-membered aromatic rings
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  • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
  • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
  • C10M2223/04—Phosphate esters
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  • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
  • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
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  • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
  • C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
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  • C10N2040/00—Specified use or application for which the lubricating composition is intended
  • C10N2040/08—Hydraulic fluids, e.g. brake-fluids

Definitions

• the present invention relates to water-based hydraulic fluids containing dithiodi (arylcarboxylic acids) and having improved performance properties, and to the use of dithiodi (arylcarboxylic acids) as a corrosion inhibiting or lubricity additive in hydraulic fluids.
• Water-based hydraulic fluids are used in a wide variety of applications, particularly where hydraulic fluid containing mineral oil emanating from the hydraulic system is a source of fire hazards or environmental hazards. Typical fields of application are steel mills, forges, coal mining and oil production facilities as well as wind farms.
• a water-based hydraulic fluid typically includes the following components (described, for example, in U.S. Patent Nos. 4,346,488, 4,846,074, 5,429,846, 5,348,859, and 5,436,637) DE-A-2 534 808 respectively.
• the pH is typically alkaline, usually pH> 9. Increasing the pH contributes to corrosion protection. decisive
• EP-A-0 059 461 discloses as a lubricant polyalkylene glycols, which also serve as corrosion inhibitors, and the use of dithiophosphonates as a lubricant.
• DE-A-2 534 808 describes alkoxylated polyamides of dicarboxylic acids and oligoamines which have improved lubricating properties and their use in water-based hydraulic fluids.
• US 4434066 discloses hydroxy- or nitro-substituted aromatic carboxylic acids as lubricants in aqueous hydraulic fluids.
• US 4138346 discloses phosphoric acid mono- and diesters and sulfur compounds such as mercaptobenzothiazoles, dithiobis (thiazoles) and alkyl disulfides as lubricants in aqueous hydraulic fluids.
• WO-9634076 discloses as corrosion inhibitors in aqueous hydraulic fluids aliphatic carboxylic acids or their alkali or ammonium salts.
• EP-A-0 059 461 discloses carboxylic acid diethanolamides, amines and substituted imidazolines, fatty acid ethoxylates as corrosion inhibitors in aqueous hydraulic fluids.
• US 4452710 discloses as corrosion inhibitors in aqueous hydraulic fluids carboxylic acid amides with an additional free carboxylic acid function.
• additives must have good ecotoxicological properties, especially if the hydraulic fluids are used in ecologically sensitive areas such as the North Sea or the Arctic Ocean.
• any hydraulic fluid additive used in North Sea oil production must meet OSPAR criteria that require good biodegradation and low toxicity.
• Many additives do not meet these criteria.
• imidazolines and mercaptobenzothiazoles are not approved due to their toxicity to marine organisms, so that often additives with poorer performance properties are used.
• the lowest possible use concentration of the additives is desirable. This is often complicated because additives that achieve a certain effect, eg. B. lubrication, often exert a negative influence on other properties, eg. B.
• the object of the present invention was thus to find improved, low-foam, hard water-stable corrosion inhibitors and lubricant additives for water-based hydraulic fluids with good ecotoxicological properties, which require only a low use concentration.
• a further, particularly positive property has been found that, in combination with water-soluble corrosion protection agents, a further improved corrosion protection can be achieved compared to the sole use of these water-soluble corrosion protection agents. Due to the synergistic effect of dithiodi (arylcarboxylic acids) with common water-soluble corrosion inhibitors, the use concentration of the additive package in the hydraulic fluid can be reduced.
• the dithiodi (arylcarboxylic acids) are compatible with the common additives disclosed in the above-mentioned prior art.
• Another object of the invention is the use of the compounds of formula (1) in amounts of 0.1 to 30 wt .-% as corrosion inhibitors or lubricity improvers in water-based hydraulic fluids.
• Another object of the invention is a method for improving the anticorrosive and lubricating properties of water-based hydraulic fluids by adding 0.1 to 30 wt .-% of a compound of formula (1) to a hydraulic fluid.
• the substituents M are hydrogen, in the case of salts, alkali metal ions, alkaline earth metal ions or ammonium ions.
• the ammonium ions these are preferably compounds formed by protonation from the amines described below as neutralizing agents.
• the aryl radicals Ar 1 and Ar 2 may be the same or different. However, due to manufacturing reasons, compounds in which both aromatics are the same are preferred.
• Ar 1 and Ar 2 are mononuclear or binuclear aromatic groups, especially mononuclear aromatic groups.
• Ar 1 and Ar 2 are preferably mononuclear benzoic acid derivatives of the formulas 2a-2c.
• Ar 1 and Ar 2 may contain heteroatoms.
• the two free valences denote the binding sites to the sulfide bridge and to the COOM group.
• the substituents R 1 -R 4 in the radicals Ar 1 and Ar 2 are preferably independently hydrogen, linear, branched and / or cyclic C 1 -C 20 alkyl - and / or C 2 - to C 20 -alkenyl radicals, halogen atoms, Nitro groups, amino groups, alkoxy groups, hydroxy or hydroxy-C 1 -C 20 -alkyl groups.
• the alkyl or alkenyl radicals are preferably short-chain radicals having 1 to 6 carbon atoms which do not deteriorate the solubility in water too much, eg.
• further compounds which carry only one further substituent on the aromatic ring ie in which three of R 1 -R 4 are hydrogen. Most preferably, then, the remainder, which is not hydrogen, is in the meta or para position to the sulfide bridge.
• Ar 1 and Ar 2 have the substitution pattern of (2a) and (2c), particularly preferred is the substitution pattern of formula (2a).
• each of the radicals Ar 1 and Ar 2 is a mononuclear aromatic radical of the formula (3) wherein the free valence indicates the position of the sulfide bridge, and X represents a C 1 to C 4 alkyl group, a nitro group or a halogen atom.
• the compound of the formula (1) corresponds to the formula (4)
• the compound of the formula (1) corresponds to the formula (5) wherein X has the meaning given above.
• X is particularly preferably in the para position to the sulfide bridge.
• X is a methyl or ethyl group.
• the formula (1) is dithiodibenzoic acid, ie R 1 , R 2 , R 3 and R 4 are H.
• Another object of the invention are water-based hydraulic fluids containing in combination with dithiodi (arylcarboxylic acids) another corrosion inhibitor.
• Suitable corrosion inhibitors are linear or branched C 6 - to C 8 -carboxylic acids such.
• suitable corrosion inhibitors are alkanesulfonic acid amides, alkanesulfonamidocarboxylic acids and Phtalklareschamide.
• the salts of the compounds listed above can also be used.
• salts of one of the abovementioned corrosion inhibitors are used, these are preferably salts which are formed by reaction of the free acids with a neutralizing agent which is contained in the hydraulic fluid.
• the hydraulic fluids preferably contain 1-15%, especially 1-10% of the dithiodi (arylcarboxylic acid) of the formula (1).
• the total amount of dithiodi (arylcarboxylic acid) and further corrosion inhibitor is generally 0.1-30%, preferably 1-10%, especially 1-5% corrosion inhibitor.
• the use concentration of dithiodi (arylcarboxylic acids) is then between 0.05 to 20%, preferably 0.5 to 5%, especially 0.5 to 3%.
• the concentrations stated as weight percentages of the used Corrosion inhibitor due to the higher molecular weight of the salts compared to the free acids correspondingly higher.
• the hydraulic fluid may contain a lubricant for reducing friction and abrasion.
• Suitable lubricants are amine, alkali metal or alkaline earth metal salts of alkyl or aryl phosphoric acid esters and / or amine, alkali metal or alkaline earth metal salts of the phosphoric acid esters of alkoxylated alcohols.
• the polymerization can be carried out sequentially (blockwise arrangement of the monomers) or with a mixture of the oxides (random arrangement of the monomers).
• Suitable starting alcohols for these polyalkylene glycols are, for. As ethylene glycol, propylene glycol, trimethylolpropane, glycerol, pentaerythritol, sorbitol and other polyhydric alcohols.
• Suitable amines are, for.
• the molecular weights of the polyalkylene glycols thus obtained may vary from 500 g / mol to 50,000 g / mol, usually the molecular weights are 2,000 to 10,000 g / mol.
• Suitable lubricants are sulfur compounds such as mercaptobenzothiazoles, dithiobis (thiazoles) and alkyl disulfides, thiophosphonates or inorganic compounds such as phosphoric acid or metal sulfides.
• the hydraulic fluid contains no lubricant, since the lubricity of the corrosion inhibitors, especially the dithiodi (arylcarboxylic acids) already sufficient.
• the hydraulic fluids of the invention are adjusted with a neutralizing agent to a pH of 8-12, particularly preferably 9-10.
• Suitable neutralizing agents are amines of the formula (10) NR 8 R 9 R 10 (10) wherein R 8 , R 9 and R 10 independently of one another represent hydrogen or a hydrocarbon radical having 1 to 100 carbon atoms.
• R 8 and / or R 9 and / or R 10 independently of one another represent an aliphatic radical.
• This preferably has 1 to 24, particularly preferably 2 to 18 and especially 3 to 6 C atoms.
• the aliphatic radical may be linear, branched or cyclic. It can still be saturated or unsaturated. Preferably, the aliphatic radical is saturated.
• the aliphatic radical may carry substituents such as, for example, hydroxyl, C 1 -C 5 -alkoxy, cyano, nitrile, nitro and / or C 5 -C 20 -aryl groups, for example phenyl radicals.
• the C 5 -C 20 -aryl radicals may in turn optionally be substituted by halogen atoms, halogenated alkyl radicals, C 1 -C 20 -alkyl, C 2 -C 20 -alkenyl, hydroxyl, C 1 -C 5 -alkoxy - such as, for example, methoxy- , Amide, cyano, nitrile, and / or nitro groups.
• R 8 and / or R 9 and / or R 10 independently of one another represent hydrogen, a C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl or C 3 -C 6 -cycloalkyl radical and especially for an alkyl radical having 1, 2, or 3 C atoms. These radicals can carry up to three substituents.
• Particularly preferred aliphatic radicals R 8 and / or R 9 and / or R 10 are hydrogen, methyl, ethyl, hydroxyethyl, n-propyl, isopropyl, hydroxypropyl, n-butyl, isobutyl and tert-butyl, hydroxybutyl, n-hexyl, cyclohexyl, n-octyl, n-decyl, n-dodecyl, tridecyl, isotridecyl, tetradecyl, hexadecyl, octadecyl and methylphenyl.
• R 8 and R 9 together with the nitrogen atom to which they are attached form a ring.
• This ring has preferably 4 or more such as 4, 5, 6 or more ring members.
• Preferred further ring members are carbon, nitrogen, oxygen and sulfur atoms.
• the rings in turn may carry substituents such as alkyl radicals.
• Suitable ring structures are, for example, morpholinyl, pyrrolidinyl, piperidinyl, imidazolyl and azepanyl radicals.
• R 10 is H or an alkyl radical having 1 to 12 carbon atoms.
• R 8 , R 9 and / or R 10 independently of one another represent an optionally substituted C 6 -C 12 -aryl group or an optionally substituted heteroaromatic group having 5 to 12 ring members.
• R 8 , R 9 and / or R 10 independently of one another represent an alkyl radical interrupted by heteroatoms. Particularly preferred heteroatoms are oxygen and nitrogen.
• the radicals of the formula (12) preferably contain 1 to 50, in particular 2 to 20, nitrogen atoms.
• Particularly preferred neutralizing agents are water-soluble alkylamines such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, propylamine and Langerkettige mono-, di- and trialkylamines, provided that they are at least 1 wt .-%, preferably 1 - 5 wt .-% water-soluble ,
• the alkyl chains can be branched here.
• oligoamines such as ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, their higher homologs and mixtures of these.
• alkylated, especially methylated, representatives of these oligoamines such as N, N-dimethyldiethyleneamine, N, N-dimethylpropylamine and longer-chain and / or higher alkylated amines of the same construction principle.
• alkanolamines such as monoethanolamine, diethanolamine, triethanolamine, diglycolamine, triglycolamine and higher homologs, methyldiethanolamine, ethyldiethanolamine, propyldiethanolamine, butyldiethanolamine and longer-chain alkyldiethanolamines, where the alkyl radical may be cyclic and / or branched.
• alkanolamines are dialkylethanolamines such as dimethylethanolamine, diethylethanolamine, dipropylethanolamine, dibutylethanolamine and longer-chain dialkylethanolamines, where the alkyl radical may also be branched or cyclic.
• dialkylethanolamines such as dimethylethanolamine, diethylethanolamine, dipropylethanolamine, dibutylethanolamine and longer-chain dialkylethanolamines, where the alkyl radical may also be branched or cyclic.
• aminopropanol, aminobutanol, aminopentanol and higher homologs, as well as the corresponding mono- and dimethylpropanolamines and longer-chain mono- and dialkylamino alcohols can be used.
• amines such as 2-amino-2-methylpropanol (AMP), 2-aminopropanediol, 2-amino-2-ethylpropanediol, 2-aminobutanediol and other 2-aminoalkanols, aminoalkylamine alcohols, tris (hydroxylmethyl) aminomethane are suitable, as well as end-capped Representatives such as methylglycolamine, methyldiglycolamine and higher homologs, di (methylglycol) amine, di (methyldiglycol) amine and their higher homologs and the corresponding triamines and polyalkylene glycol amines (eg Jeffamine ® ). Usually and in the context of the invention, mixtures of the abovementioned amines are used to adjust desired pH values.
• AMP 2-amino-2-methylpropanol
• 2-aminopropanediol 2-amino-2-ethylpropanediol
• neutralizing agents are the oxides and hydroxides of the alkali and / or alkaline earth metals, such as.
• lithium hydroxide, sodium hydroxide, potassium hydroxide, calcium hydroxide and calcium oxide are examples of the alkali and / or alkaline earth metals, such as.
• the neutralizing agents mentioned are used in amounts that are needed to set a desired pH of the hydraulic fluid.
• This desired pH is 7 - 11, preferably 8 - 10, especially preferably 9-10.
• the amounts of neutralizing agent required for this purpose are generally between 0.1-10%.
• the hydraulic fluids according to the invention may contain, in addition to water, a freezing point depressant or viscosity regulator.
• Suitable freezing point depressants are polyols, preferably comprising 2 to 10 OH groups. Examples of these are ethylene glycol, diethylene glycol, triethylene glycol and higher polyethylene glycols, propylene glycol, dipropylene glycol and higher polypropylene glycols, the corresponding methylglycols, ethyl, butyl and other alkylglycols and also alkylpropylene glycols.
• glycerol, diglycerol, triglycerol and higher homologues, 1,3-propanediol and its oligo- and polymers can be used. It is also possible to use mixtures of the compounds mentioned. Their concentration depends on the required freezing point, which can vary greatly depending on the application and field of application. 1-50% freezing point depressants are used, preferably 20-50%, particularly preferably 30-40%.
• the polymerization can be carried out sequentially (blockwise arrangement of the monomers) or with a mixture of the oxides (random arrangement of the monomers).
• Suitable starting alcohols for these polyalkylene glycols are, for. As ethylene glycol, propylene glycol, trimethylolpropane, glycerol, pentaerythritol, sorbitol and other polyhydric alcohols.
• suitable Amines are z. As the compounds mentioned below as neutralizing agents, if they contain acidic NH bonds.
• polyalkylene glycols are usually selected not according to their molecular weight, but according to their viscosity at 40 ° C or 50 ° C, which may be usually from a few mPas up to 50,000 mPas and more and depends on the application.
• the use concentration of the viscosity regulators depends on the desired viscosity and may be 1-50%, preferably 20-50%, particularly preferably 30-40%.
• the additives mentioned in the prior art defoamers, dyes and antioxidants can be used in the hydraulic fluid. In the preferred embodiment, but can be omitted for the reasons mentioned.
• the preparation of the hydraulic fluids of this invention can be accomplished by mixing at room temperature or elevated temperatures directly from the components, or by diluting a previously prepared additive package with water, or by diluting a previously prepared additive package with a mixture of water and the freezing point depressant. If the hydraulic fluid is prepared directly from the components, it is advisable to introduce the water and optionally the freezing point and the subsequent addition of further ingredients, preferably first the neutralizing agent, then the compound of formula (1), then - if necessary - the other lubricant and the additional corrosion inhibitors are added. Other additives such as defoamers, dyes, antioxidants and viscosity regulators are added at the end.
• the additive package is prepared separately so water and the freezing point, if it is part of the additive package, presented, then the neutralizing agent is added and then the other components in the above order.
• a higher temperature than room temperature may be necessary during mixing, this temperature usually does not exceed 80 - 100 ° C.
• the additive package can be diluted with water.
• Dithiodiarylcarboxylic acids of the formula (2a) are designated below with o - (ortho), of the formula (2b) with m - (meta) and of the formula (2c) with p - (para).
• the use concentrations were chosen so that the hydraulic fluids achieve the desired corrosion protection (no corrosion at 15% application concentration).
• Example 3 Hydraulic fluid C consisting of:
• Example 4 - Hydraulic fluid D consisting of:
• Example 5 - hydraulic fluid E consisting of:
• Example 6 - Hydraulic fluid F consisting of:
• Example 7 - Hydraulic fluid G consisting of:
• Example 8 - hydraulic fluid H consisting of:
• Example 9 - Hydraulic fluid I consisting of:
• Example 10 - Hydraulic fluid J consisting of:
• Example 11 - Hydraulic fluid K consisting of:
• Example 12 - Hydraulic fluid L consisting of:
• Examples 3 to 11 show the superior stability and low foaming of hydraulic fluids of the invention over the prior art.
• Examples 3-12 demonstrate the improved lubricity and anti-corrosion properties when using a dithiodi (arylcarboxylic acid) alone, as demonstrated by synergistic effect with another anticorrosive agent, a reduced use concentration of the active ingredient combination lubricant / corrosion inhibitor (4% compared to at least 7% in Examples 1 to 11) can be achieved without losing effectiveness. Due to the synergistic effect of dithiodi (arylcarboxylic acids) with common water-soluble corrosion inhibitors, the use concentration of the additive package in the hydraulic fluid can be reduced, as Example 12 compared to Examples 1 and 2 (known drug combinations) shows.
• Table 2 Ecotoxicological data Table 2 shows typical ecotoxicological data for corrosion and lubricant additives, as required by OSPAR for use in the North Sea. The requirements for OSPAR are fulfilled only by dithiodi (benzoic acid).

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