EP0026878B2 - Inhibiteurs de corrosion stables dans l'eau dure - Google Patents

Inhibiteurs de corrosion stables dans l'eau dure Download PDF

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Publication number
EP0026878B2
EP0026878B2 EP80105766A EP80105766A EP0026878B2 EP 0026878 B2 EP0026878 B2 EP 0026878B2 EP 80105766 A EP80105766 A EP 80105766A EP 80105766 A EP80105766 A EP 80105766A EP 0026878 B2 EP0026878 B2 EP 0026878B2
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EP
European Patent Office
Prior art keywords
acid
mono
hard water
alkyl
stable
Prior art date
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Expired
Application number
EP80105766A
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German (de)
English (en)
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EP0026878B1 (fr
EP0026878A1 (fr
Inventor
Horst Dr. Fröhlich
Rainer Dr. Helwerth
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Hoechst AG
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Hoechst AG
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Classifications

    • 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

  • alkylarylsulfonamidocarboxylic acids or their salts are proposed for this purpose.
  • alkyl-substituted benzoic acids are also known.
  • the types mentioned also have serious disadvantages.
  • Salts of alkyl-substituted benzoic acids, for example have a strong sensitivity to water hardness, which greatly reduces their usability in the mineral oil-free cutting fluid sector, for example. Similar negative properties, but less pronounced, are also shown by alkanolamine salts of the alkylarylsulfonamidocarboxylic acids mentioned.
  • N-acylaminocarboxylic acids in the form of their salts as corrosion inhibitors.
  • the use of the hydrazine salts of these acids is described in SE-A 7712954.
  • N-acylaminocarboxylic acids in the form of their salts with N-alkylalkylenediamines. Due to the presence of this special amine, the salts described in this document are oil-soluble and can therefore be used in systems based on liquid hydrocarbons.
  • Suitable bases which are suitable for neutralizing the carboxylic acids described above are alkali metal hydroxides and alkali metal carbonates and the corresponding alkaline earth metal compounds, such as, for example, sodium hydroxide, sodium carbonate, potassium hydroxide and barium hydroxide.
  • organic amines are also suitable as bases: triethanolamine, diethanolamine, triisopropanolamine, mono-, di- and triethylamine, monoisopropylamine, mono-2'-ethylcyclohexylamine, mono-i-nonylamine, 2-methyl-2'-aminopropanol, Cyclohexylamine, N, N'-dimethylcyclohexylamine, N-hexylamine, N-octylamine, triisobutylamine, di-N-hexylamine, ethylenediamine, diethylenetriamine, piperidine, piperazine or morpholine.
  • the acids and the base can be used in stoichiometric amounts or in each case one component in excess.
  • the claimed anti-corrosion agents can be used alone or in a mixture with known metalworking fluids or aqueous oil emulsions.
  • the anti-corrosion agents can be used as aqueous solutions, -4 dispersions or emulsions.
  • the application concentration in which the claimed anti-corrosion agents are used depends on the intended use of the liquid with which the ferrous and non-ferrous metals come into contact. It is generally between 0.5 and 10% by weight, preferably 2 to 5% by weight.
  • it is essential that the alkyl group R of the formula given above is branched.
  • aminocarboxylic acids are obtained in a known manner by reacting aminocarboxylic acids with carboxylic acid chlorides by known processes in the presence of alkali in the sense of a Schotten-Baumann reaction.
  • the amino carboxylic acids are obtained, for example, by hydrolysis of lactams such as ⁇ -caprolactam or y-butyrolactam or by the addition of primary amines to acrylic acid, methacrylic acid or crotonic acid esters or nitriles and subsequent hydrolysis.
  • aminocarboxylic acids are ⁇ -aminoundecanoic acid, ⁇ -aminocaproic acid, y-aminobutyric acid, ⁇ -alaninecin-Nn-butyl- ⁇ -aminopropionic acid, Ni-propyl- ⁇ -aminopropionic acid, N-cyclohexyl- ⁇ -aminopropionic acid, N-cyclohexyl-a -methyl-ß-aminopropionic acid and N-cyclohexyl- ⁇ -methyl- ⁇ -aminopropionic acid called.
  • acid chlorides are pivalic acid chloride, 2-ethylhexanoic acid chloride, isononanoic acid chloride, bicycloheptenic acid chloride, tricyclodecanoic acid chloride, naphthenic acid chloride and neodecanoic acid chloride.
  • Isononanoic acid chloride, 2-ethylhexanoic acid chloride and neodecanoic acid chloride are preferred.
  • the salts of the carboxylic acids described above have an excellent corrosion protection effect against iron and, which is extremely important for practical use, have only a slight tendency to foam. In addition, they are very largely insensitive to the hardness constituents of the water and leave residues even under extreme electrolyte loads when drying, which can be described as low-viscosity and oily, and which do not stick. These residues can be easily dissolved with the working solution as well as with fresh water.
  • the residue formation of the products obtained according to the exemplary embodiments was checked by means of a long-term pumping test.
  • the principle of this test method is that around 101 of an aqueous solution of the anti-corrosive agent is pumped in large open glass vessels over a long period of time at room temperature in a way that is suitable for causing deposits on the glass wall by spraying and evaporation processes.
  • an electrically operated, commercially available laboratory pump with a delivery rate of 10 l / min. introduced, which sucks the solution through a 0.8 cm diameter hose, conveys it above level and presses it back onto the surface of the bath contents in a sharp jet.
  • the exit opening of the jet is approx. 15 cm above the liquid level, the entry angle of the jet can be chosen as desired.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Organic Chemistry (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (2)

1. Agents de protection contre la corrosion stables à l'eau dure, caractérisés en ce qu'ils contiennent un composé répondant à la formule:
Figure imgb0005
dans laquelle:
R1 désigne un alkyle en C6-C13 ramifié, un cy- cloalkyle en C5 ou C6 ou un polycycloalkyle en C6 à C13, qui peuvent porter 1 ou 2 radicaux alkyles en Ci à C4,
R2 désigne l'hydrogène ou un alkyle en C1 à C6 et
R3 désigne un alkylène en C1 à C11 en une chaîne linéaire ou ramifiée, et ces composés sous la forme de leurs sels de métaux alcalins, de métaux alcalino-terreux, detriéthanolamine, dediéthanol- amine, de triisopropanolamine, de mono-, di- et triéthylamines, de mono-isopropylamine, de mono-(éthyl-2 cyclohexyl)-amine, de mono-iso- nonylamine, de méthyl-2 amino-2 propanol, de cyclohexyl-amine, de N,NI-diméthyl-cyclohexyl- amine, de N-hexylamine, de N-octyl-amine, de tri-isobutylamine, de di-N-hexylamine, d'éthylène- diamine, de diéthylène-triamine, de pipéridine, de pipérazine ou de morpholine.
2. Agent de protection contre la corrosion stable à l'eau dure qui est constitué d'une solution, dispersion ou émulsion aqueuse à 0,5 à 10% en poids d'un composé suivant la revendication 1.
EP80105766A 1979-10-04 1980-09-25 Inhibiteurs de corrosion stables dans l'eau dure Expired EP0026878B2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2940258 1979-10-04
DE19792940258 DE2940258A1 (de) 1979-10-04 1979-10-04 Hartwasserstabile korrosionsschutzmittel

Publications (3)

Publication Number Publication Date
EP0026878A1 EP0026878A1 (fr) 1981-04-15
EP0026878B1 EP0026878B1 (fr) 1983-04-06
EP0026878B2 true EP0026878B2 (fr) 1987-03-11

Family

ID=6082698

Family Applications (1)

Application Number Title Priority Date Filing Date
EP80105766A Expired EP0026878B2 (fr) 1979-10-04 1980-09-25 Inhibiteurs de corrosion stables dans l'eau dure

Country Status (11)

Country Link
US (1) US4348302A (fr)
EP (1) EP0026878B2 (fr)
JP (1) JPS5658978A (fr)
AR (1) AR225193A1 (fr)
BR (1) BR8006378A (fr)
CA (1) CA1146589A (fr)
CS (1) CS216941B2 (fr)
DE (2) DE2940258A1 (fr)
ES (1) ES8200644A1 (fr)
PL (1) PL227072A1 (fr)
ZA (1) ZA806124B (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5739177A (en) * 1980-08-20 1982-03-04 Ajinomoto Co Inc Water soluble rust-resisting agent
FR2700336B1 (fr) * 1993-01-11 1995-04-14 Hoechst France Succinimides substituées, leur procédé de préparation et leur application comme inhibiteur de corrosion.
FR2738018B1 (fr) * 1995-08-24 1997-09-26 Ceca Sa Inhibition de la corrosion carbonique de l'acier par des n-alcoyl-sarcosines
DE102010010408A1 (de) * 2010-03-05 2011-09-08 Clariant International Limited Biologisch abbaubare, frostsichere Wärmeträgerflüssigkeit, ihre Verwendung in oberflächennahen, geothermischen Anlagen, und ein Konzentrat zu ihrer Herstellung
CN114539091A (zh) * 2022-03-11 2022-05-27 佛山奕安赛医药科技有限公司 异棕榈酰氨基酸类化合物及其制备方法和应用

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE544208A (fr) * 1956-01-20 1956-07-15
FR1493820A (fr) * 1965-08-28 1967-09-01 Hoechst Ag Procédé pour lutter contre la corrosion provoquée par des combustibles liquides
DE1545298A1 (de) * 1965-08-28 1969-07-31 Hoechst Ag Fluessige Brennstoffe
NO115936B (fr) * 1965-08-28 1968-12-30 Hoechst Ag
US3484209A (en) * 1966-12-08 1969-12-16 Burndy Corp Corrosion resistant electric contacts
US3857950A (en) * 1968-05-03 1974-12-31 Choay J Sa Therapeutical composition of n-propionyl-epsilon-amino-caproic acid with method of treatment
US3779935A (en) * 1971-07-12 1973-12-18 Exxon Research Engineering Co Inhibition of corrosion
JPS5639930B2 (fr) * 1972-04-08 1981-09-17
US3878227A (en) * 1973-12-07 1975-04-15 Dow Chemical Co Process for making tert.-butyl glycidyl ether
DE2758123A1 (de) * 1977-12-24 1979-07-05 Basf Ag Korrosionsschutzmittel in waessrigen systemen

Also Published As

Publication number Publication date
DE3062634D1 (en) 1983-05-11
US4348302A (en) 1982-09-07
CA1146589A (fr) 1983-05-17
ES495437A0 (es) 1981-11-01
PL227072A1 (fr) 1981-06-05
DE2940258A1 (de) 1981-04-16
CS216941B2 (en) 1982-12-31
JPS5658978A (en) 1981-05-22
ZA806124B (en) 1981-09-30
EP0026878B1 (fr) 1983-04-06
AR225193A1 (es) 1982-02-26
ES8200644A1 (es) 1981-11-01
EP0026878A1 (fr) 1981-04-15
BR8006378A (pt) 1981-04-14

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