WO1998014538A1 - Lubrifiant a base de phospholipide et d'un compose basique - Google Patents

Lubrifiant a base de phospholipide et d'un compose basique Download PDF

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Publication number
WO1998014538A1
WO1998014538A1 PCT/BE1996/000105 BE9600105W WO9814538A1 WO 1998014538 A1 WO1998014538 A1 WO 1998014538A1 BE 9600105 W BE9600105 W BE 9600105W WO 9814538 A1 WO9814538 A1 WO 9814538A1
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WIPO (PCT)
Prior art keywords
basic compound
lubricant
phospholipids
weight
lecithin
Prior art date
Application number
PCT/BE1996/000105
Other languages
English (en)
French (fr)
Inventor
Dirk Loderer
Rudi Vanloocke
François MARLIER
Christophe Callens
Original Assignee
Klüber Lubrication Benelux
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Klüber Lubrication Benelux filed Critical Klüber Lubrication Benelux
Priority to EP96932396A priority Critical patent/EP0946691B1/de
Priority to PCT/BE1996/000105 priority patent/WO1998014538A1/fr
Priority to DE69611553T priority patent/DE69611553T2/de
Priority to AU71223/96A priority patent/AU7122396A/en
Priority to ES96932396T priority patent/ES2155203T3/es
Publication of WO1998014538A1 publication Critical patent/WO1998014538A1/fr

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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M173/00Lubricating compositions containing more than 10% water
    • C10M173/02Lubricating compositions containing more than 10% water not containing mineral or fatty oils
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M125/00Lubricating compositions characterised by the additive being an inorganic material
    • C10M125/10Metal oxides, hydroxides, carbonates or bicarbonates
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M137/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04Phosphate esters
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02Water
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06Metal compounds
    • C10M2201/062Oxides; Hydroxides; Carbonates or bicarbonates
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06Metal compounds
    • C10M2201/063Peroxides
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/08Inorganic acids or salts thereof
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    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/08Inorganic acids or salts thereof
    • C10M2201/081Inorganic acids or salts thereof containing halogen
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    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/08Inorganic acids or salts thereof
    • C10M2201/082Inorganic acids or salts thereof containing nitrogen
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    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/08Inorganic acids or salts thereof
    • C10M2201/084Inorganic acids or salts thereof containing sulfur, selenium or tellurium
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    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/085Phosphorus oxides, acids or salts
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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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    • C10M2215/26Amines
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/041Triaryl phosphates
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/042Metal salts thereof
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/043Ammonium or amine salts thereof
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/10Phosphatides, e.g. lecithin, cephalin
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    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/04Groups 2 or 12
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/24Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
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    • C10N2040/241Manufacturing joint-less pipes
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    • C10N2040/242Hot working
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    • C10N2040/243Cold working
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    • C10N2040/00Specified use or application for which the lubricating composition is intended
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    • C10N2040/244Metal working of specific metals
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    • C10N2040/244Metal working of specific metals
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    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01Emulsions, colloids, or micelles

Definitions

  • the present invention relates to a lubricant. More particularly, it relates to a lubricant useful in the work of deformation of metals, such as stamping and forging. In this type of application, the lubricant is used to facilitate the deformation work, by reducing the friction forces between punch, metal and matrix.
  • a non-oleaginous lubricant based on phospholipid and a basic organic or inorganic compound, suspended in water.
  • organic basic compound is meant here the amines and their derivatives.
  • basic mineral compound is meant a base of a metal from group IJa of the periodic table of the elements.
  • the lubricant of the invention can be removed from the stamped metal using an aqueous solvent, thanks to its hydrophilic fractions. It is also easily biodegradable, so that it poses no environmental problems.
  • the inventors are particularly interested in lecithins, and more particularly in soy lecithin. The invention will therefore be described in the following with reference to the latter, but it is however not limited to this type of product, and other similar phospholipids will also be suitable.
  • the phospholipids are present in the form of lecithin; lecithin is soy lecithin; the basic compound is at least partially in suspension; the basic compound is an amine or an amine derivative; the basic compound is a hydroxide of a metal from group lia of the periodic table of the elements; the composition further comprises an acid, to neutralize the alkalinity of the basic compound after its interaction with the phospholipids.
  • Crude soy lecithin is a mixture of approximately 60% by weight of polar lipids (insoluble in acetone) consisting essentially of phospholipids, and approximately 40% by weight of non-polar lipids (soluble in acetone) consisting oil, free fatty acids and sterols.
  • X and Y each independently represent an acyl radical of palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid and the like; Y represents hydrogen, and X an acyl radical as above; Z represents choline, ethanolamine, inositol or hydrogen.
  • the inventors have now discovered that the addition of a basic organic compound (amine or derivative) or mineral (metal of group lia of the periodic table of the elements) to lecithin in aqueous suspension greatly improves the lubricating properties of the composition, as will be seen below.
  • the action or the synergistic effect of the basic compound on phospholipids is not understood to date, and the inventors do not wish to be limited to any particular theory on this subject.
  • the presence of the basic compound makes the pH of the lubricating composition alkaline, and it may be useful to add an acid to neutralize the composition. This acid has no other function than neutralization, and will therefore generally be arbitrary, provided that it has no undesirable side effects. Without being limited thereto, it is thus possible to use H 2 S0 4 , H 3 P0 4 , CH 3 -CH 2 OH, CHOOH, and the like.
  • any neutralizing acid must be added to the lubricant composition, that is to say after suspending the mixture of phospholipids and basic compound, and not to the compound basic alone, before incorporation into the composition.
  • the inventors have indeed noticed that, if the acid is added to the basic compound before the latter is added to the phospholipids in suspension, the lubricating effect is not achieved. Consequently, between the phospholipids and the basic compound, an interaction or a reaction which is not obtained with the corresponding salt or ester does occur.
  • calcium stearate is for example known as a thickener for oil, but does not bring any synergistic effect with the phospholipids according to the invention.
  • compositions based on calcium carbonate or tricalcium phosphate salts does not provide effective lubrication. This is to be compared with a composition according to the invention, containing calcium hydroxide, which retains its lubricating properties even after neutralization, as will be seen below.
  • the lecithin used in the lubricant of the invention is defatted lecithin, to facilitate the suspension in water. It can also be modified lecithin, for example to improve its hydrophilic properties, and therefore its dispersibility in aqueous and polar media. Thus, hydroxylated, hydrolyzed, acetylated lecithin or the like can be used. The modified lecithin may or may not also be defatted.
  • the proportion phospholipids / basic compound is an important parameter of the invention, insofar as there is a synergy between the two components, and where the lubricating effect is absent below a certain proportion of basic compound.
  • the amount of water will therefore be adapted each time according to the needs and the method of application (spraying, spraying, brushing, and the like).
  • the lubricant compositions of the invention will also contain conventional adjuvants, such as antioxidants, anticorrosion agents, and the like.
  • test pieces used for the stamping test were test pieces made up of discs 70 mm in diameter and 0.8 mm thick, made of 304 stainless steel.
  • the lecithin used in the examples is defatted soy lecithin, containing at minus 97% by weight of polar lipids, marketed under the name LIPOPUR by the company Lucas Meyer.
  • the test consists of forming, using the stamping press, cylinders with a diameter of 35 mm and a depth of about 32 mm (the depth varies with the quality of the lubricant).
  • Example 1 (reference) - Deep drawing using a known oil-based lubricant
  • the test fails by breaking the metal.
  • Example 3 (comparison) - Use of a mineral base alone
  • the conventional lubricant is replaced by a lubricant consisting of 20% by weight of calcium hydroxide and 80% by weight of water.
  • the conventional lubricant is replaced by a lubricant according to the invention, consisting of 10% by weight of soy lecithin, and 10% by weight of calcium hydroxide in 80% by weight of water
  • Example 5 Use of lecithin + organic base
  • the conventional lubricant is replaced by a lubricant according to the invention, consisting of 10% by weight of soy lecithin, 10% by weight of stearylamine (a stearylamine put on the market by the company Hoechst, under the trade name Genamin SH 100 and 80% by weight of water.
  • this lubricant is shown to be substantially equal to the conventional lubricant, since the force required for stamping is equal to that required in the case of FIG. 1
  • the diagram in FIG. 6 shows the result of a test carried out on a composition according to example 4, neutralized to pH 8 with phosphoric acid.
  • the diagram in FIG. 7 shows the result of a test carried out on a composition according to Example 5, neutralized to pH 8 with phosphoric acid.
  • the purpose of this example is to show the effect of neutralization of the basic compound before formation of the composition.
  • calcium pyrophosphate Ca 3 (P0 4 ) 2 is mixed at 10% by weight with 10% by weight of lecithin and 80% by weight of water, to obtain a composition consisting of the same elements as that of l Example 6, but with salt instead of hydroxide.
  • lecithin alone (example 2)
  • calcium hydroxide alone (example 3) are not useful as a drawing lubricant, at 20% by weight in water
  • the combination according to the invention (Example 4) of lecithin and calcium hydroxide in the same proportions (20%) gives a lubricant superior to the conventional lubricant, since it requires less drawing force, and therefore requires less metal.
  • the effect lubricant is substantially independent of the concentration of phospholipid and basic components, as shown in the diagrams of Figures 9 and 10, relating to tests in which the proportion of the basic compound, namely calcium hydroxide and stearylamine, respectively, has increased to 20%.
  • the basic compound to be used according to the invention will generally be commercially available in the form of a dry powder.
  • the particle size of the powder is not in itself a parameter of the invention.
  • the inventors have observed that, when the particle size increases, a longer period of time must elapse between the preparation of the composition and its use, as if it then required more time for a reaction to take place. occur, between phospholipids and the surface of the basic compound particles.

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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)
PCT/BE1996/000105 1996-10-03 1996-10-03 Lubrifiant a base de phospholipide et d'un compose basique WO1998014538A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP96932396A EP0946691B1 (de) 1996-10-03 1996-10-03 Schmiermittel mit phospholipid und eine basische komponente enthaltende zusammensetzung
PCT/BE1996/000105 WO1998014538A1 (fr) 1996-10-03 1996-10-03 Lubrifiant a base de phospholipide et d'un compose basique
DE69611553T DE69611553T2 (de) 1996-10-03 1996-10-03 Schmiermittel mit phospholipid und eine basische komponente enthaltende zusammensetzung
AU71223/96A AU7122396A (en) 1996-10-03 1996-10-03 Lubricant with phospholipid and a basic compound base
ES96932396T ES2155203T3 (es) 1996-10-03 1996-10-03 Lubricante a base de fosfolipido y de un componente basico.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/BE1996/000105 WO1998014538A1 (fr) 1996-10-03 1996-10-03 Lubrifiant a base de phospholipide et d'un compose basique

Publications (1)

Publication Number Publication Date
WO1998014538A1 true WO1998014538A1 (fr) 1998-04-09

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PCT/BE1996/000105 WO1998014538A1 (fr) 1996-10-03 1996-10-03 Lubrifiant a base de phospholipide et d'un compose basique

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EP (1) EP0946691B1 (de)
AU (1) AU7122396A (de)
DE (1) DE69611553T2 (de)
ES (1) ES2155203T3 (de)
WO (1) WO1998014538A1 (de)

Cited By (2)

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US8563484B2 (en) 2007-08-03 2013-10-22 Ian D. Smith Hydraulic fluid compositions

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NO20051422L (no) * 2004-02-05 2005-04-15 Macdermid Canning Ltd Hydrauliske fluider
GB2408748A (en) * 2004-02-05 2005-06-08 Niche Products Ltd Hydraulic fluids
WO2005075612A1 (en) * 2004-02-05 2005-08-18 Niche Products Limited Hydraulic fluids
GB2408748B (en) * 2004-02-05 2006-12-13 Niche Products Ltd Hydraulic fluids containing Lecithin
AU2004315122B2 (en) * 2004-02-05 2010-12-16 Macdermid Canning Limited Hydraulic fluids
NO342412B1 (no) * 2004-02-05 2018-05-22 Macdermid Canning Ltd Hydrauliske fluider
US8563484B2 (en) 2007-08-03 2013-10-22 Ian D. Smith Hydraulic fluid compositions
US8809241B2 (en) 2007-08-03 2014-08-19 Macdermid Offshore Solutions, Llc Hydraulic fluid compositions

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DE69611553T2 (de) 2001-08-23
EP0946691B1 (de) 2001-01-10
DE69611553D1 (de) 2001-02-15
AU7122396A (en) 1998-04-24
EP0946691A1 (de) 1999-10-06
ES2155203T3 (es) 2001-05-01

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