EP0158306B1 - Lubricant for metal treatment - Google Patents
Lubricant for metal treatment Download PDFInfo
- Publication number
- EP0158306B1 EP0158306B1 EP85104196A EP85104196A EP0158306B1 EP 0158306 B1 EP0158306 B1 EP 0158306B1 EP 85104196 A EP85104196 A EP 85104196A EP 85104196 A EP85104196 A EP 85104196A EP 0158306 B1 EP0158306 B1 EP 0158306B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- lubricant
- additive
- phosphoric acid
- weight
- acid ester
- 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
Links
- 239000000314 lubricant Substances 0.000 title claims abstract description 30
- 229910052751 metal Inorganic materials 0.000 title description 3
- 239000002184 metal Substances 0.000 title description 3
- 239000000654 additive Substances 0.000 claims abstract description 16
- 230000000996 additive effect Effects 0.000 claims abstract description 14
- 239000003921 oil Substances 0.000 claims abstract description 10
- 239000010695 polyglycol Substances 0.000 claims abstract description 9
- 229920000151 polyglycol Polymers 0.000 claims abstract description 9
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims abstract description 9
- 150000003014 phosphoric acid esters Chemical class 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 6
- 238000005555 metalworking Methods 0.000 claims abstract description 3
- 150000002191 fatty alcohols Chemical class 0.000 claims description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 description 7
- 229910000831 Steel Inorganic materials 0.000 description 4
- 239000013065 commercial product Substances 0.000 description 4
- -1 des Tridecylalkohols Chemical class 0.000 description 4
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- 238000003466 welding Methods 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 230000001050 lubricating effect Effects 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical class OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 1
- 238000004049 embossing Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005242 forging Methods 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000008646 thermal stress Effects 0.000 description 1
- 229940087291 tridecyl alcohol Drugs 0.000 description 1
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
- C10M141/00—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
- C10M141/10—Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
-
- 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
- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
-
- 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
- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
- C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
- C10M107/34—Polyoxyalkylenes
-
- 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
- C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
- C10M125/24—Compounds containing phosphorus, arsenic or antimony
-
- 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
- C10M137/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
- C10M137/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
- C10M137/04—Phosphate esters
-
- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
-
- 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
- C10M2201/085—Phosphorus oxides, acids or salts
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/104—Aromatic fractions
- C10M2203/1045—Aromatic fractions used as base material
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/106—Naphthenic fractions
- C10M2203/1065—Naphthenic fractions used as base material
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/108—Residual fractions, e.g. bright stocks
- C10M2203/1085—Residual fractions, e.g. bright stocks used as base material
-
- 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
- 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
-
- 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
- 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
- C10M2209/1033—Polyethers, i.e. containing di- or higher polyoxyalkylene groups used as base material
-
- 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
- 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
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
-
- 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
- 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
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
- C10M2209/1045—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only used as base material
-
- 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
- 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
- C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
- C10M2209/1055—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only used as base material
-
- 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
- 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
- C10M2209/106—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only
- C10M2209/1065—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only used as base material
-
- 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
- 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
- C10M2209/1075—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106 used as base material
-
- 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
- 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
- C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
- C10M2209/1085—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified used as base material
-
- 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
- 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
- C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
- C10M2209/1095—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified used as base material
-
- 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
- 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
-
- 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
- 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
- C10M2223/041—Triaryl phosphates
-
- 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
- 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
- C10M2223/042—Metal salts thereof
-
- 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
- C10M2225/00—Organic macromolecular compounds containing phosphorus 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
- C10M2225/00—Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2225/02—Macromolecular compounds from phosphorus-containg monomers, obtained by reactions involving only carbon-to-carbon unsaturated bonds
-
- 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 a lubricant for metalworking based on oil and / or polyglycol with an additive.
- drawing and release agents To reduce the friction in the production of metal parts and to reduce wear on the drawing and embossing tools, the use of drawing and release agents is essential, whereby forming processes under extremely high mechanical and thermal stress, such as drop forging, are only possible with special lubricants .
- the lubricant For the so-called “heavy” pull or “heavy” forming, the lubricant must maintain its lubricating effectiveness in a wide temperature range even at high pressures. In order to maintain the lubricity of oils or polyglycols under the extreme conditions mentioned, additives must be added to them.
- a lubricant which consists of esters of mono- or polyfunctional alcohols on the one hand and mono- or polyfunctional carboxylic acids of the aliphatic or aromatic series on the other hand, the esters 0.1 to 10 percent by weight of a mono- and / or diphosphoric acid esters are added.
- DE-OS 2 108 780 describes a lubricant based on mineral oil or synthetic oil, to which 0.1 to 20 percent by weight of heavy metal dithiophosphates or heavy metal dithicarbamates and sulfided or polysulfided phosphorus have been added.
- a disadvantage of the mineral oil containing anhydrous phosphorous acid is that the suspension is only stable in storage for a few days. If emulsifiers are added to the suspension, a clear solution is obtained, but it has a greatly reduced pressure absorption capacity.
- dithiophosphates are also more suitable as additives in this regard, they are unusable in lubricants for shaping processes at higher temperatures because they split off hydrogen sulfide at these temperatures, as a result of which sludge formation in the lubricant is promoted by sulfidic reaction products.
- This is achieved according to the invention in that it contains, as an additive, a mixture of phosphorous acid and at least one phosphoric acid ester.
- the lubricant according to the invention is homogeneous and has a good pressure absorption capacity.
- the phosphoric acid ester in the lubricant according to the invention should be composed of a fatty alcohol with at least 4 carbon atoms in order to ensure its solubility in the oil or polyglycol.
- the carbon number should not exceed 22, otherwise the oil or polyglycol will thicken.
- the homogeneity of the lubricant according to the invention is improved if its additive contains an ethoxylated phosphoric acid ester.
- a steel sheet (dimensions: 100 x 100 x 0.5 mm) is coated with the lubricant evenly on both sides and clamped between the sheet holder and the die of the deep-drawing press according to Erichsen with a precisely measurable force (sheet holding force). Now the drawing die of the deep-drawing press is pressed against the clamped steel sheet through an opening in the sheet metal holder.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Lubricants (AREA)
- Forging (AREA)
Abstract
Description
Die vorliegende Erfindung betrifft ein Schmiermittel für die Metallbearbeitung auf der Basis von Öl und/oder Polyglykol mit einem Additiv.The present invention relates to a lubricant for metalworking based on oil and / or polyglycol with an additive.
Zur Verminderung der Reibung bei der Herstellung von Metallteilen und zur Reduzierung des Verschleißes an den Zieh- und Prägewerkzeugen ist die Verwendung von Zieh- und Trennmitteln unerläßlich, wobei Umformungsvorgänge unter extrem hoher mechanischer und thermischer Belastung, beispielsweise Gesenkschmieden, durch spezielle Schmiermittel überhaupt erst möglich sind. Für den sog. "schweren" Zug bzw. die "schwere" Umformung muß das Schmiermittel auch bei hohen Drucken seine Schmierwirksamkeit in einem großen Temperaturbereich behalten. Um die Schmierwirksamkeit von Ölen oder Polyglykolen unter den erwähnten extremen Bedingungen zu erhalten, müssen ihnen Additive zugesetzt werden.To reduce the friction in the production of metal parts and to reduce wear on the drawing and embossing tools, the use of drawing and release agents is essential, whereby forming processes under extremely high mechanical and thermal stress, such as drop forging, are only possible with special lubricants . For the so-called "heavy" pull or "heavy" forming, the lubricant must maintain its lubricating effectiveness in a wide temperature range even at high pressures. In order to maintain the lubricity of oils or polyglycols under the extreme conditions mentioned, additives must be added to them.
Nach der DE-PS 901 833 wird die mechanische Belastbarkeit von Mineralöl erheblich verbessert, wenn in ihm beispielsweise 0,5 Gewichtsprozent wasserfreie phosphorige Säure in feiner Form suspendiert ist.According to DE-PS 901 833, the mechanical strength of mineral oil is considerably improved if, for example, 0.5% by weight of anhydrous phosphorous acid is suspended in fine form.
Aus der DE-OS 1 594 439 ist ein Schmiermittel bekannt, welches aus Estern von mono- oder polyfunktionellen Alkoholen einerseits und mono- oder polyfunktionellen Carbonsäuren der aliphatischen oder aromatischen Reihe andererseits besteht, wobei den Estern 0,1 bis 10 Gewichtsprozent eines Mono- und/oder Diphosphorsäureesters zugesetzt sind.From DE-OS 1 594 439 a lubricant is known which consists of esters of mono- or polyfunctional alcohols on the one hand and mono- or polyfunctional carboxylic acids of the aliphatic or aromatic series on the other hand, the esters 0.1 to 10 percent by weight of a mono- and / or diphosphoric acid esters are added.
Schließlich wird in der DE-OS 2 108 780 ein Schmiermittel auf der Basis von Mineralöl oder Syntheseöl beschrieben, welchem als Additiv 0,1 bis 20 Gewichtsprozent Schwermetalldithiophosphate oder Schwermetalldithicarbamate sowie sulfidierter oder polysulfidierter Phosphor zugesetzt sind.Finally, DE-OS 2 108 780 describes a lubricant based on mineral oil or synthetic oil, to which 0.1 to 20 percent by weight of heavy metal dithiophosphates or heavy metal dithicarbamates and sulfided or polysulfided phosphorus have been added.
Nachteilig ist bei dem wasserfreie phosphorige Säure enthaltenden Mineralöl, daß die Suspension nur wenige Tage lagerstabil ist. Setzt man der Suspension Emulgatoren zu, so wird zwar eine klare Lösung erhalten, die jedoch ein stark reduziertes Druckaufnahmevermögen aufweist.A disadvantage of the mineral oil containing anhydrous phosphorous acid is that the suspension is only stable in storage for a few days. If emulsifiers are added to the suspension, a clear solution is obtained, but it has a greatly reduced pressure absorption capacity.
Bei der Verwendung von Phosphorsäureestern als Additiv ist von Nachteil, daß das resultierende Schmiermittel zur Aufnahme hoher Drucke ungeeignet ist. Wenn in dieser Beziehung Dithiophosphate als Additive auch besser geeignet sind, so sind sie in Schmiermitteln für Verformungsvorgänge bei höheren Temperaturen unbrauchbar, weil sie bei diesen Temperaturen Schwefelwasserstoff abspalten, wodurch die Schlammbildung im Schmiermittel durch sulfidische Umsetzungsprodukte gefördert wird.When using phosphoric acid esters as an additive, it is disadvantageous that the resulting lubricant is unsuitable for absorbing high pressures. If dithiophosphates are also more suitable as additives in this regard, they are unusable in lubricants for shaping processes at higher temperatures because they split off hydrogen sulfide at these temperatures, as a result of which sludge formation in the lubricant is promoted by sulfidic reaction products.
Es ist daher Aufgabe der vorliegenden Erfindung, ein Schmiermittel auf der Grundlage von Öl oder Polyglykol mit einem Additiv anzugeben, welches bei höheren Temperaturen und Drucken verwendbar ist, wobei das Additiv im Öl bzw. Polyglykol klar löslich ist. Das wird erfindungsgemäß dadurch erreicht, daß es als Additiv eine Mischung aus phosphoriger Säure und mindestens einem Phosphorsäureester enthält.It is therefore an object of the present invention to provide a lubricant based on oil or polyglycol with an additive which can be used at higher temperatures and pressures, the additive being clearly soluble in the oil or polyglycol. This is achieved according to the invention in that it contains, as an additive, a mixture of phosphorous acid and at least one phosphoric acid ester.
Das Schmiermittel gemäß der Erfindung kann wahlweise auch noch dadurch weitergebildet sein, daß
- a) die Mischung 1 bis 40 Gewichtsprozent phosphorige Säure enthält;
- b) die Phosphorsäureester aus Fettalkoholen mit 4 bis 22 Kohlenstoffatomen aufgebaut sind;
- c) die Fettalkohole bis zu 10 Mole Ethylenoxid pro Mol Fettalkohol enthalten;
- d) es 1 bis 40 Gewichtsprozent Additiv enthält.
- a) the mixture contains 1 to 40 percent by weight of phosphorous acid;
- b) the phosphoric acid esters are composed of fatty alcohols with 4 to 22 carbon atoms;
- c) the fatty alcohols contain up to 10 moles of ethylene oxide per mole of fatty alcohol;
- d) it contains 1 to 40 weight percent additive.
Das erfindungsgemäße Schmiermittel ist homogen und weist ein gutes Druckaufnahmevermögen auf.The lubricant according to the invention is homogeneous and has a good pressure absorption capacity.
Der Phosphorsäureester im Schmiermittel gemäß der Erfindung sollte aus einem Fettalkohol mit mindestens 4 Kohlenstoffatomen aufgebaut sein, um seine Löslichkeit im Öl bzw. Polyglykol sicherzustellen. Andererseits sollte die Kohlenstoffzahl 22 nicht überschreiten, weil sonst eine Verdickung des ÖI bzw. des Polyglykols eintritt.The phosphoric acid ester in the lubricant according to the invention should be composed of a fatty alcohol with at least 4 carbon atoms in order to ensure its solubility in the oil or polyglycol. On the other hand, the carbon number should not exceed 22, otherwise the oil or polyglycol will thicken.
Die Homogenität des erfindungsgemäßen Schmiermittels wird verbessert, wenn sein Additiv einen ethoxilierten Phosphorsäureester enthält.The homogeneity of the lubricant according to the invention is improved if its additive contains an ethoxylated phosphoric acid ester.
Überschreitet beim Schmiermittel gemäß der Erfindung der Anteil des Additivs 40 Gewichtsprozent, so ist seine Homogenität nicht mehr gewährleistet.If the proportion of the additive in the lubricant according to the invention exceeds 40 percent by weight, its homogeneity is no longer guaranteed.
In den folgenden Beispielen werden Schmiermittel verwendet mit
- Basis:
- Coray 909 naphthenbasisches Öl, Handelsprodukt der Esso AG
- Polyglykol B01/120 Handelsprodukt der Hoechst AG
- Additiv:
- Zum Vergleich
- V1: Mono-di-phosphorsäureester des Tridecylalkohols, Handelsprodukt der Hoechst AG
- V2: Mono-di-phosphorsäureester des Dodecylalkohols mit 4 Mol Ethylenoxid, Handelsprodukt der Hoechst AG
- Erfindungsgemäße Mischungen
- £1: 90 Gew.-% Mono-di-phosphorsäureester des Dodecylalkohols mit 4 Mol Ethylenoxid
- 10 Gew.-% phosphorige Säure, wasserfrei
- E2: 90 Gew.-% Mono-di-phosphorsäureester des 2-Ethylhexylalkohols
- 10 Gew.-% phosphorige Säure, wasserfrei
- £1: 90 Gew.-% Mono-di-phosphorsäureester des Dodecylalkohols mit 4 Mol Ethylenoxid
- Zum Vergleich
- Base:
- Coray 90 9 naphthenic oil, commercial product of Esso AG
- Polyglycol B01 / 120 commercial product from Hoechst AG
- Additive:
- For comparison
- V1: Mono-di-phosphoric acid ester of tridecyl alcohol, commercial product from Hoechst AG
- V2: Mono-di-phosphoric acid ester of dodecyl alcohol with 4 moles of ethylene oxide, commercial product from Hoechst AG
- Mixtures according to the invention
- £ 1: 90% by weight mono-di-phosphoric acid ester of dodecyl alcohol with 4 moles of ethylene oxide
- 10% by weight of phosphorous acid, anhydrous
- E2: 90% by weight mono-di-phosphoric acid ester of 2-ethylhexyl alcohol
- 10% by weight of phosphorous acid, anhydrous
- £ 1: 90% by weight mono-di-phosphoric acid ester of dodecyl alcohol with 4 moles of ethylene oxide
- For comparison
Die Prüfung der Schmiermittel erfolgte mit der Reibverschleißwaage nach Reichert (vergl. DE-GM 1 749 247), mit der Tiefziehpresse nach Erichsen (vergl. DIN 50 101, Teile 1 und 2 sowie DIN 50 102; jeweils September 1979) und mit dem Shell- Vierkugel Apparat (vergl. DIN 51 530, Teile 1 und 2; jeweils Januar 1977).The lubricants were tested with the Reichert friction wear scales (cf. DE-GM 1 749 247), with the Erichsen deep-drawing press (see DIN 50 101, parts 1 and 2 and DIN 50 102; each September 1979) and with the Shell four-ball apparatus (see DIN 51 530, parts 1 and 2; each January 1977).
Es wurde die Änderung des spezifischen Flächendruckes [bar] sowie die Geräuschmeter [m] mit der Reibverschleißwaage nach Reichert unter Verwendung verschiedener Schmiermittel bestimmt. Die erhaltenen Zahlenwerte sind in Tabelle 1 aufgeführt.
- Der spezifische Flächendruck ist ein Maß für das Lasttragevermögen bzw. die Druckaufnahmefähigkeit des Schmiermittels und ist aus der Belastung der Reichert-Maschine und dem Abrieb ihrer Prüfrolle errechenbar:
- Geräuschmeter ist eine Maßzahl für die Beendigung des Reiberschleißes. Solange das Schmiermittel zwischen Prüfring und Prüfrolle der Reichert-Maschine noch keine Reaktionsschicht gebildet hat, ist ein mahlendes Geräusch hörbar. Das plötzliche Aufhören des Laufgeräusches der Reichert-Maschine ist an ihrem Zählwerk als Geräuschmeter ablesbar.
- The specific surface pressure is a measure of the load bearing capacity or the pressure absorption capacity of the lubricant and can be calculated from the load on the Reichert machine and the abrasion of its test roller:
- Noise meter is a measure of the end of frictional wear. As long as the lubricant between the test ring and the test roller of the Reichert machine has not yet formed a reaction layer, a grinding noise can be heard. The sudden cessation of the running noise of the Reichert machine can be read off on its counter as a noise meter.
Der Materialabtrag [mg] nach einer Laufstrecke von 100 bzw. 600 m wurde auf der Reibverschleißwaage nach Reichert bestimmt. Die erhaltenen Zahlenwerte sind in Tabelle 2 aufgeführt.
Zur Beurteilung der Schmierwirkung wird ein Stahlblech (Abmessungen: 100 x 100 x 0,5 mm) mit dem Schmiermittel auf beiden Seiten gleichmäßig bestrichen und zwischen dem Blechhalter und der Matritze der Tiefziehpresse nach Erichsen mit einer genau meßbaren Kraft (Blechhaltekraft) eingespannt. Nun wird der Ziehstempel der Tiefziehpresse durch eine Öffnung im Blechhalter gegen das eingespannte Stahlblech gedrückt. Die Eindringtiefe des Ziehstempels [mm] in das Stahlblech im Augenblick seines Einreißens sowie die zugehörige Ziehkraft [N] werden ermittelt, wo bei bei Bestreichen des Stahlbleches mit einem qualitativ hochwertigen Schmiermittel statt des Einreißens ein zylindrischer Hohlkörper ("Näpfchen") gebildet wird, d. h. die Eindringtiefe des Ziehstempels ("Ziehstrecke") ist ein Maß für die Schiermittelqualität. Die erhaltenen Zahlenwerte sind in Tabelle 3 aufgeführt.
Die Schweißkraftprüfung wurde an verschiedenen Schmier mitteln mit dem Shell-Vierkugel-Apparat durchgeführt. Die erhaltenen Zahlenwerte sind in Tabelle 4 aufgeführt.
- Als Schweißkraft [N] bezeichnet man die Prüfkraft, bei welcher ein Verschweißen des Vierkugelsystems im Prüfgerät eintritt.
- Als Gutkraft fNI bezeichnet man die vor Erreichen der Schweißkraft gemessene Prüfkraft, bei welcher noch kein Verschweißen des Vierkugelsystems im Prüfgerät eintritt.
- The welding force [N] is the test force at which welding of the four-ball system occurs in the test device.
- The good force fNI is the test force measured before the welding force was reached, at which the four-ball system is not yet welded in the test device.
Claims (5)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT85104196T ATE38854T1 (en) | 1984-04-13 | 1985-04-06 | METALWORKING LUBRICANTS. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3413941 | 1984-04-13 | ||
DE19843413941 DE3413941A1 (en) | 1984-04-13 | 1984-04-13 | LUBRICANTS FOR METAL WORKING |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0158306A2 EP0158306A2 (en) | 1985-10-16 |
EP0158306A3 EP0158306A3 (en) | 1987-05-06 |
EP0158306B1 true EP0158306B1 (en) | 1988-11-23 |
Family
ID=6233472
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP85104196A Expired EP0158306B1 (en) | 1984-04-13 | 1985-04-06 | Lubricant for metal treatment |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0158306B1 (en) |
AT (1) | ATE38854T1 (en) |
DE (2) | DE3413941A1 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60130693A (en) * | 1983-12-19 | 1985-07-12 | Hitachi Ltd | Lubricating oil for metal working and its use |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE901833C (en) * | 1945-02-20 | 1954-01-14 | Bayer Ag | Lubricants and polishing agents |
US2453710A (en) * | 1946-09-17 | 1948-11-16 | Standard Oil Co | Grinding oil composition |
FR1283193A (en) * | 1959-11-12 | 1962-02-02 | Gen Aniline & Film Corp | Process for the production of surfactant compositions and compositions obtained |
DE1594439C3 (en) * | 1963-12-31 | 1979-10-18 | Gaf Corp., New York, N.Y. (V.St.A.) | Ester-based lubricants |
US3496104A (en) * | 1965-10-18 | 1970-02-17 | Yawata Seitetsu Kk | Cold rolling agent |
US3372117A (en) * | 1965-11-26 | 1968-03-05 | Hooker Chemical Corp | Cold forming lubricant |
US4178260A (en) * | 1974-10-31 | 1979-12-11 | Exxon Research & Engineering Co. | Ester based metal working lubricants |
DE2704175A1 (en) * | 1977-02-02 | 1978-08-10 | Metallgesellschaft Ag | LUBRICANT FOR METAL SHAPING |
-
1984
- 1984-04-13 DE DE19843413941 patent/DE3413941A1/en not_active Withdrawn
-
1985
- 1985-04-06 EP EP85104196A patent/EP0158306B1/en not_active Expired
- 1985-04-06 DE DE8585104196T patent/DE3566415D1/en not_active Expired
- 1985-04-06 AT AT85104196T patent/ATE38854T1/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
EP0158306A2 (en) | 1985-10-16 |
DE3413941A1 (en) | 1985-10-24 |
ATE38854T1 (en) | 1988-12-15 |
DE3566415D1 (en) | 1988-12-29 |
EP0158306A3 (en) | 1987-05-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE2530230C3 (en) | Extreme pressure lubricating oil and process for its manufacture | |
DE69535220T2 (en) | Method for lubricating sliding guides | |
DE69321481T3 (en) | OIL FAT | |
DE1097606B (en) | Lubricating oils | |
DE2145296A1 (en) | Additive for a metalworking composition and its use | |
DE3687214T2 (en) | Lubricant composition for power transmission. | |
EP0011224B1 (en) | Lubricating and cooling agent | |
EP0158306B1 (en) | Lubricant for metal treatment | |
DE2902982C2 (en) | ||
DE3126133A1 (en) | METHOD FOR REDUCING BRAKE NOISE WITH OIL DISC BRAKES | |
DE2057950A1 (en) | Lubricant mixture | |
DE2604710A1 (en) | LUBRICANT FOR METAL WORKING | |
EP0648216A1 (en) | Use of adducts of o,o-dialkyldithiophosphoric acids. | |
DE2437842A1 (en) | LUBRICANT ADDITIVES | |
DE680406C (en) | lubricant | |
DE954543C (en) | Lubricant for hot rolling of aluminum and for bearing lubrication of aluminum rolling equipment | |
DE2235608A1 (en) | LUBRICANT | |
DE1644912C3 (en) | Emulsifiable metalworking oil composition | |
DE946737C (en) | Hydraulic fluids | |
DE2548366A1 (en) | LUBRICANTS, IN PARTICULAR FOR WORKING METALS | |
DE930649C (en) | Aqueous cutting solutions | |
DE2119448C3 (en) | Stabilizing additive for lubricating oils and greases | |
DE1256826B (en) | Grease | |
DE952926C (en) | Additives to lubricants | |
DE1253395B (en) | Lubricant for cold rolling metals |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Designated state(s): AT BE DE FR GB IT LU NL SE |
|
PUAL | Search report despatched |
Free format text: ORIGINAL CODE: 0009013 |
|
AK | Designated contracting states |
Kind code of ref document: A3 Designated state(s): AT BE DE FR GB IT LU NL SE |
|
17P | Request for examination filed |
Effective date: 19870520 |
|
17Q | First examination report despatched |
Effective date: 19880418 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AT BE DE FR GB IT LU NL SE |
|
REF | Corresponds to: |
Ref document number: 38854 Country of ref document: AT Date of ref document: 19881215 Kind code of ref document: T |
|
REF | Corresponds to: |
Ref document number: 3566415 Country of ref document: DE Date of ref document: 19881229 |
|
ET | Fr: translation filed | ||
ITF | It: translation for a ep patent filed | ||
GBT | Gb: translation of ep patent filed (gb section 77(6)(a)/1977) | ||
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed | ||
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 19920306 Year of fee payment: 8 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: SE Payment date: 19920312 Year of fee payment: 8 Ref country code: GB Payment date: 19920312 Year of fee payment: 8 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: AT Payment date: 19920317 Year of fee payment: 8 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 19920401 Year of fee payment: 8 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: LU Payment date: 19920409 Year of fee payment: 8 |
|
ITTA | It: last paid annual fee | ||
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 19920430 Year of fee payment: 8 |
|
EPTA | Lu: last paid annual fee | ||
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 19930312 Year of fee payment: 9 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 19930406 Ref country code: GB Effective date: 19930406 Ref country code: AT Effective date: 19930406 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SE Effective date: 19930407 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: BE Effective date: 19930430 |
|
BERE | Be: lapsed |
Owner name: HOECHST A.G. Effective date: 19930430 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Effective date: 19931101 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 19930406 |
|
NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee | ||
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Effective date: 19931229 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Effective date: 19950103 |
|
EUG | Se: european patent has lapsed |
Ref document number: 85104196.2 Effective date: 19931110 |