EP0112539A2 - Agent anti-corrosion - Google Patents

Agent anti-corrosion Download PDF

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Publication number
EP0112539A2
EP0112539A2 EP83112668A EP83112668A EP0112539A2 EP 0112539 A2 EP0112539 A2 EP 0112539A2 EP 83112668 A EP83112668 A EP 83112668A EP 83112668 A EP83112668 A EP 83112668A EP 0112539 A2 EP0112539 A2 EP 0112539A2
Authority
EP
European Patent Office
Prior art keywords
corrosion
mineral oil
fatty acids
acids
alkylamines
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.)
Withdrawn
Application number
EP83112668A
Other languages
German (de)
English (en)
Other versions
EP0112539A3 (fr
Inventor
Gerhard Dr. Borggrefe
Alfred Dr. Struve
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0112539A2 publication Critical patent/EP0112539A2/fr
Publication of EP0112539A3 publication Critical patent/EP0112539A3/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • 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
    • C10M133/16Amides; Imides
    • CCHEMISTRY; METALLURGY
    • 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/12Partial amides of polycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/10Semi-solids; greasy

Definitions

  • the invention relates to the use of certain monoamides of adducts of mono- and polyunsaturated fatty acids and maleic anhydride or fumaric acid as corrosion inhibitors in lubricating oils and greases based on mineral oils.
  • a number of corrosion inhibitors are known for use in preventing and preventing the corrosion of iron and its alloys by the entry of oxygen and water.
  • only a few classes of substances are used in practice for reasons of availability, manufacturing costs and as a result of technical, ecological and toxicological defects.
  • Possible unsaturated fatty acids are palmitoleic acid, oleic acid, erucic acid, linoleic acid or linolenic acid and also the longer-chain unsaturated fatty acids from fish oils.
  • the fatty acids can also be used in the form of mixtures such as those obtained in the cleavage of highly unsaturated natural oils or in the fractionation of fatty acid mixtures into unsaturated and saturated fractions.
  • polyunsaturated fatty acids such as those obtained by mixing alkali isomerization of fatty acids containing linoleic acid or linolenic acid.
  • Fatty acids or fatty acid mixtures with conjugated double bonds are preferably used.
  • the primary and secondary alkylamines used can be straight-chain or branched.
  • amines in particular are those in which the total of the C atoms in the alkyl radicals is 8 to 20, such as dibutylamine, octylamine, 2-ethylhexylamine, dodecylamine, octadecylamine and didecylamine.
  • the derivatives according to the invention are viscous oils which are readily soluble in mineral oil.
  • the amounts used are between 0.1 and 10%, preferably 1 to 2%, based on the mineral oil base.
  • fatty acids with conjugated double bonds which can be produced, for example, by alkali isomerization of linoleic acid or fatty acid mixtures containing linoleic acid, are reacted with MA (b) or fumaric acid (c) in the manner of the Diels-Alder reaction.
  • the end products are present as partial anhydrides in all three cases: from the beginning in the case of both MA secondary products and in the case of the fumaric acid adduct by subsequent anhydridization in the bottom of the distillation at temperatures above 200 ° C.
  • Monoamidodicarboxylic acids are prepared from the anhydride compounds described by aminolysis with primary alkylamines of the anhydride group.
  • the unreacted fatty acids and unreacted maleic anhydride are distilled off in a high vacuum, the bottom temperature being raised to approximately 230 ° C. About 400 g of residue are obtained as a brown-black, liquid product with an iodine number of about 60.
  • Conjugated fatty acid based on sunflower oil (contains approx. 58% conjugated fatty acid in addition to 30% oleic acid, remainder to 100%: saturated fatty acids; Woburn iodine number approx. 140) are heated to 92 ° C with 92 g MA and 225 mg sulfur with stirring. The temperature is allowed to slowly rise further to approximately 150 ° C., the mixture is kept at 150 ° C. for a further 2 hours and then the unreacted fatty acids are distilled off under high vacuum (see FIG. 1a). About 370 g of a dark yellow product with an iodine number of about 58 and a melting point of about 45 to 55 ° C. are obtained.
  • the procedure is as in 1b, using 109 g of fumaric acid instead of MA and a temperature of 170 ° C. About 370 g of a dark yellow product with an iodine number of about 65 and a melting point of about 50 to 60 ° C. are obtained.
  • the results are shown below, which were obtained with a test duration of different lengths using the condensation water test according to DIN 51 359.
  • the test procedure is carried out as follows: Steel sheets of a certain composition, external shape and surface quality are dipped into the sample and hung after a certain period of draining or drying in the humidity chamber, in which, with continuous air supply of 875 l / h and a temperature of 50 ° C the relative humidity should be 100%. After the prescribed test duration, the steel sheets are assessed for signs of corrosion.
  • Steel sheets 088 St-1405 degreased, sanded temperature: 50 ° C
  • the test procedure is carried out as follows: Steel sheets of a certain composition, external shape and surface quality are immersed in the solution of the anti-corrosion oil alloyed with the inhibitor and, after a certain draining time, hung in still artificial sea water for 20 hours. The steel sheets are then assessed for signs of corrosion.
  • the steel sheets were degreased and sanded.
  • the test duration and the concentration of mineral oil on rust inhibitors is shown in the table below.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
EP83112668A 1982-12-24 1983-12-16 Agent anti-corrosion Withdrawn EP0112539A3 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3247892 1982-12-24
DE19823247892 DE3247892A1 (de) 1982-12-24 1982-12-24 Korrosionsschutzmittel

Publications (2)

Publication Number Publication Date
EP0112539A2 true EP0112539A2 (fr) 1984-07-04
EP0112539A3 EP0112539A3 (fr) 1986-01-08

Family

ID=6181664

Family Applications (1)

Application Number Title Priority Date Filing Date
EP83112668A Withdrawn EP0112539A3 (fr) 1982-12-24 1983-12-16 Agent anti-corrosion

Country Status (4)

Country Link
EP (1) EP0112539A3 (fr)
JP (1) JPS59120692A (fr)
BR (1) BR8307097A (fr)
DE (1) DE3247892A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2902499A (en) * 1955-04-21 1959-09-01 Gulf Oil Corp New chemical compounds and mineral oil compositions containing the same
FR1483412A (fr) * 1965-06-15 1967-06-02 Basf Ag Procédé pour la production de dérivés d'acides organiques
DE2357951B2 (de) * 1973-11-21 1978-02-16 Basf Ag, 6700 Ludwigshafen Verwendung von en-addukten des maleinsaeureanhydrids als korrosionsschutzmittel

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2902499A (en) * 1955-04-21 1959-09-01 Gulf Oil Corp New chemical compounds and mineral oil compositions containing the same
FR1483412A (fr) * 1965-06-15 1967-06-02 Basf Ag Procédé pour la production de dérivés d'acides organiques
DE2357951B2 (de) * 1973-11-21 1978-02-16 Basf Ag, 6700 Ludwigshafen Verwendung von en-addukten des maleinsaeureanhydrids als korrosionsschutzmittel

Also Published As

Publication number Publication date
EP0112539A3 (fr) 1986-01-08
BR8307097A (pt) 1984-07-31
DE3247892A1 (de) 1984-06-28
JPS59120692A (ja) 1984-07-12

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Withdrawal date: 19860125

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Inventor name: BORGGREFE, GERHARD, DR.

Inventor name: STRUVE, ALFRED, DR.