EP0109548B1 - Agents anticorrosion pour solutions aqueuses pour le traitement des métaux et procédé pour leur préparation - Google Patents

Agents anticorrosion pour solutions aqueuses pour le traitement des métaux et procédé pour leur préparation Download PDF

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Publication number
EP0109548B1
EP0109548B1 EP83110409A EP83110409A EP0109548B1 EP 0109548 B1 EP0109548 B1 EP 0109548B1 EP 83110409 A EP83110409 A EP 83110409A EP 83110409 A EP83110409 A EP 83110409A EP 0109548 B1 EP0109548 B1 EP 0109548B1
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EP
European Patent Office
Prior art keywords
formula
denotes
compound
metals
corrosion
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
Application number
EP83110409A
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German (de)
English (en)
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EP0109548A1 (fr
Inventor
Francesco Dr. Cargnino
Giuseppe Dr. Natoli
Horst Lorke
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.)
Hoechst AG
Hoechst Italia SpA
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Hoechst AG
Hoechst Italia SpA
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Publication of EP0109548A1 publication Critical patent/EP0109548A1/fr
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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
    • C10M173/00—Lubricating compositions containing more than 10% water
    • C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
    • C—CHEMISTRY; METALLURGY
    • 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
    • C23F11/14—Nitrogen-containing compounds
    • C23F11/145—Amides; N-substituted amides

Definitions

  • the present invention relates to anticorrosive agents, particularly suitable for use as an anticorrosive agent for aqueous liquids for processing metals.
  • the present invention also relates to a method for producing these anti-corrosion agents.
  • the present invention relates to aqueous liquids containing no oils for processing metals, especially metals particularly exposed to corrosion.
  • machining processes for processing metals such as drilling, turning, milling, broaching, and the like. a. m. and even in the case of deformations of metals without chip removal, aqueous mineral oil emulsions are used, or in recent times to a greater extent no cooling lubricants containing oils have been used.
  • cooling lubricants containing no oils are essentially combinations of salts or organic acids, for example para-tertiary-butylbenzoic acid, or of isononanoic acid with water-soluble polyadducts, those of ethylene oxide and of propylene oxide and / or butylene oxide with compounds are obtained which have active hydrogen atoms.
  • the known disadvantage is that there is a tendency to a degreasing effect, in particular due to thermal influences, due to the change in the pH range or due to a change in the electrolyte charge. Consequently, a change in the composition and in the activity of the emulsion is caused, whereby after a certain time the emulsion in circulation is no longer able to perform neither the required corrosion protection nor the necessary lubrication.
  • Another disadvantage of the mineral oil emulsion is that its milky appearance makes it difficult to observe the machining process.
  • the anti-corrosion agents used for these aqueous coolants containing no oils i.e. the above-mentioned salts of organic acids always have the considerable disadvantage that they offer insufficient resistance to hard water and inadequate protection against corrosion.
  • the inadequate corrosion protection effect is also present in the case in which the abovementioned salts of the organic acids are precipitated out due to the action of the ions which contribute to the hardness of the water, with a disadvantageous shift in the mixture consisting of corrosion and lubricants, that is present in the cooling lubricant solutions. As a result, significant corrosion of both the tool and the workpiece can be caused during the operation.
  • New compounds have now been found, particularly suitable as an anti-corrosion agent for aqueous liquids, for example for cleaning metals and in particular as an anti-corrosion agent for the production of non-oil-containing aqueous liquids which are suitable for working with metals.
  • M means mono-, di- or triethanolammonium or iso-propanolammonium.
  • R I is a group of the formulas: and R 2 represents styryl.
  • These compounds of formula (I) are obtained by mixing 1 mole of a polyamine of the formula reacted with one mole of an acid of the formula and one mole of an anhydride of the formula: optionally the reaction product is methylolated with formaldehyde and the compound of the formula (I) obtained in the form of the free acid is neutralized with a mono-, di- or triethanolamine or with isopropanolamine.
  • the procedure is to heat the polyamine and the acid in a molar ratio of 1: 1 to a temperature of approximately 120 to 160 ° C. The reaction mixture is kept at this temperature until the reaction is complete and the corresponding water of reaction is distilled off.
  • a mixture of 103 g (1 mol) of diethylenetriamine and 148 g (1 mol) of cinnamic acid is heated to a temperature of 1450 ° C. and 17 ml of water are distilled off in the course. The temperature is then allowed to drop to 120 ° C. and 145 g of phthalic anhydride (1 mol) are added in small amounts over two hours in such a way that the temperature is kept at 120 ° C.
  • Example 1 179 g (1 mol) of tert-butylbenzoic acid and 103 g (1 mol) of diethylenetriamine are reacted as indicated in Example 1. 148 g (1 mol) of phthalic anhydride are then slowly added at 120 ° C. until everything has dissolved. Then 61 g (1 mol) of monoethanolamine and 180 g of water are added and the mixture is allowed to cool. A product with the same properties as in Example 1 is obtained.
  • Example 1 158 g (1 mol) of isononanoic acid and 103 g (1 mol) of diethylenetriamine are reacted as indicated in Example 1. 148 g (1 mol) of phthalic anhydride are then slowly added at 120 ° C. until everything has dissolved. Then 105 g (1 mol) of diethanolamine and 180 g of water are added and the mixture is allowed to cool. A product with the same properties as in Example 1 is obtained.
  • the new compounds of the formula (I) are preferably used as corrosion inhibitors in aqueous liquids containing no oils and in the production of aqueous liquids containing no oils for the processing of metals.
  • the above-mentioned aqueous liquids containing no oils are used primarily for metal-working processes without cutting and with cutting, in particular for the processing of iron or ferrous metals. Due to the use of the compounds according to the invention, all those disadvantages with which the mineral oil emulsions and also the abovementioned cooling lubricants containing no oils are afflicted are avoided.
  • a major advantage of the cooling lubricants containing no oils, which are produced using the new compounds of the formula (I) according to the invention, is that these new products have a greater corrosion protection effect than the lubricants of the known technology.
  • the aqueous cooling lubricants containing no oils, which are produced by adding the new products of the formula (I) according to the invention, can be used in a very wide range of applications.
  • the lubricants according to the invention maintain high stability and high activity during their use.
  • the compounds of the formula (I) according to the invention exert such a high corrosion protection effect that an addition in weight between approximately 0.5% and 5.0% is sufficient to impart the required corrosion protection effect to cooling lubricants which do not contain oils, even in cases , where metal surfaces are particularly exposed to corrosion.
  • the preferred proportion by weight when using the compounds of the formula (I) according to the invention in aqueous cooling lubricants containing no oils is between 1% and 2%.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Pyrrole Compounds (AREA)
  • Indole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (5)

1. Composés de formule générale
Figure imgb0022
dans laquelle
R représente l'hydrogène ou un groupe hy- droxyméthyle,
R' un groupe
Figure imgb0023
R2 est l'hydrogène, un alkyle en C1-C12, un hy- droxyalkyle en C1-C5 ou le groupe phényle, tert- butylphényle ou styryle,
n est le nombre 2 ou 3,
m un nombre compris entre 1 et 4 et
M un groupe mono-, di- ou tri-éthanolammo- nium ou iso-propanolammonium.
2. Composés selon la revendication 1, dans lesquels R1 est un groupe
Figure imgb0024
et R2 un groupe styryle.
3. Procédé de préparation des composés selon la revendication 1, caractérisé en ce que l'on fait réagir une mole de polyamine de formule
Figure imgb0025
avec une mole d'un acide de formule
Figure imgb0026
ainsi qu'avec une mole d'un anhydride de formule
Figure imgb0027
éventuellement on méthylole le produit formé avec du formaldéhyde, et on neutralise le composé de formule obtenu à l'état de l'acide libre avec la mono-, di- ou tri-éthanolamine ou avec de l'isopropanolamine.
4. L'utilisation des composés selon la revendication 1 comme inhibiteurs de corrosion dans des liquides aqueux.
5. L'utilisation des composés selon la revendication 1 comme inhibiteurs de corrosion dans des produits lubrifiants et de refroidissement dans des liquides aqueux.
EP83110409A 1982-10-25 1983-10-19 Agents anticorrosion pour solutions aqueuses pour le traitement des métaux et procédé pour leur préparation Expired EP0109548B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
IT2390382 1982-10-25
IT23903/82A IT1191046B (it) 1982-10-25 1982-10-25 Additivi anti-corrosione per liquidi acquosi per la lavorazione di metalli e procedimento per la loro preparazione

Publications (2)

Publication Number Publication Date
EP0109548A1 EP0109548A1 (fr) 1984-05-30
EP0109548B1 true EP0109548B1 (fr) 1988-07-13

Family

ID=11210763

Family Applications (1)

Application Number Title Priority Date Filing Date
EP83110409A Expired EP0109548B1 (fr) 1982-10-25 1983-10-19 Agents anticorrosion pour solutions aqueuses pour le traitement des métaux et procédé pour leur préparation

Country Status (6)

Country Link
US (1) US4533479A (fr)
EP (1) EP0109548B1 (fr)
JP (1) JPS59134761A (fr)
BR (1) BR8305869A (fr)
DE (1) DE3377351D1 (fr)
IT (1) IT1191046B (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3436759B2 (ja) * 1993-07-09 2003-08-18 花王株式会社 ２−ヒドロキシプロパンジアミン誘導体及びこれを含有する洗浄剤組成物

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2935474A (en) * 1955-11-28 1960-05-03 Visco Products Co Process of inhibiting corrosion and corrosion inhibiting compositions
US3400075A (en) * 1966-11-15 1968-09-03 Union Carbide Corp Lubricating compositions including a polymer which contains a salt or amide of a diimide
US3965027A (en) * 1974-03-11 1976-06-22 Calgon Corporation Scale inhibition and corrosion inhibition
DE2558625A1 (de) * 1975-12-24 1977-07-14 Norte Klessmann & Co Kg Werkzeugmaschine, insbesondere bohr- oder fraesmaschine
US4168292A (en) * 1977-10-26 1979-09-18 Petrolite Corporation Acylated hydroxyalkylaminoalkylamides and preparation thereof and uses thereof as corrosion inhibitors
DE3222996A1 (de) * 1981-06-22 1983-03-03 Basf Ag, 6700 Ludwigshafen Alkanolaminsalze cyclischer amidsaeuren und ihre verwendung als korrosionsschutzmittel in waessrigen systemen
US4374741A (en) * 1981-07-21 1983-02-22 Cincinnati Milacron Inc. Polyamide and functional fluid containing same

Also Published As

Publication number Publication date
US4533479A (en) 1985-08-06
IT8223903A0 (it) 1982-10-25
JPS59134761A (ja) 1984-08-02
EP0109548A1 (fr) 1984-05-30
IT1191046B (it) 1988-02-24
BR8305869A (pt) 1984-05-29
DE3377351D1 (en) 1988-08-18

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