EP0026878A1 - Inhibiteurs de corrosion stables dans l'eau dure - Google Patents
Inhibiteurs de corrosion stables dans l'eau dure Download PDFInfo
- Publication number
- EP0026878A1 EP0026878A1 EP80105766A EP80105766A EP0026878A1 EP 0026878 A1 EP0026878 A1 EP 0026878A1 EP 80105766 A EP80105766 A EP 80105766A EP 80105766 A EP80105766 A EP 80105766A EP 0026878 A1 EP0026878 A1 EP 0026878A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- alkyl
- hard water
- branched
- acid chloride
- 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.)
- Granted
Links
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
- 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 such as, for example, triethanolamine, diethanolamine, triisopropanolamine, mono-, di- and tri, are also suitable as bases ethylamine, 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, 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 1 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 aminocarboxylic acids are obtained, for example, by hydrolysis of lactams such as ⁇ -caprolactam or ⁇ -butyrolactam or by the addition of primary amines to acrylic acid, methacrylic acid or crotonic acid esters or nitriles and subsequent saponification.
- aminocarboxylic acids examples include ⁇ -aminoundecanoic acid, f-aminocaproic acid, ⁇ -aminobutyric acid, ß-alaninecin-Nn-butyl-ß-aminopropionic acid, Ni-propyl-ß-aminopropionic acid, N-cyclohexyl-ß-aminopropionic acid, N-cyclohexyl- ⁇ - called methyl-ß-aminopropionic acid and N-cyclohexyl-ß-methyl-ß-aminopropionic acid.
- acid chlorides are pivaline acid chloride, 2-ethyl-hexanoic 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 largely insensitive to the hardness of 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.
- Example 2 113 g (1 mol) of ⁇ -caprolactam are hydrolyzed as in Example 1 and reacted with 172 g (0.975 mol) of isononanoic acid chloride.
- the workup provides 257.5 g (95%) of an almost colorless viscous oil which solidifies in crystalline form after some time, acid number 210.
- aqueous anticorrosive agent 35 g of acid from Examples 1 to 4 were mixed with 50 g of triethanolamine and 15 g of water to give a clear, homogeneous solution.
- 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 10 1 of an aqueous solution of the anti-corrosion agent is pumped in large-volume open glass vessels over a long period of time at room temperature in a manner 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 1 / min. introduced which sucks the solution through a hose line of 0.8 cm diameter, 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)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19792940258 DE2940258A1 (de) | 1979-10-04 | 1979-10-04 | Hartwasserstabile korrosionsschutzmittel |
DE2940258 | 1979-10-04 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0026878A1 true EP0026878A1 (fr) | 1981-04-15 |
EP0026878B1 EP0026878B1 (fr) | 1983-04-06 |
EP0026878B2 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) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2700336A1 (fr) * | 1993-01-11 | 1994-07-13 | Hoechst France | Succinimides substituées, leur procédé de préparation et leur application comme inhibiteur de corrosion. |
FR2738018A1 (fr) * | 1995-08-24 | 1997-02-28 | Ceca Sa | Inhibition de la corrosion carbonique de l'acier par des n-alcoyl-sarcosines |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5739177A (en) * | 1980-08-20 | 1982-03-04 | Ajinomoto Co Inc | Water soluble rust-resisting agent |
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 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1090486B (de) * | 1956-01-20 | 1960-10-06 | Geigy Ag J R | Korrosionsschutzmittel |
FR1493820A (fr) * | 1965-08-28 | 1967-09-01 | Hoechst Ag | Procédé pour lutter contre la corrosion provoquée par des combustibles liquides |
GB1109579A (en) * | 1965-08-28 | 1968-04-10 | Hoechst Ag | Corrosion-inhibiting compositions |
FR1546272A (fr) * | 1966-12-08 | 1968-11-15 | Burndy Corp | Procédé d'inhibition de la corrosion galvanique et ensembles plaqués pour contacts électriques obtenus par application de ce procédé |
DE1545298A1 (de) * | 1965-08-28 | 1969-07-31 | Hoechst Ag | Fluessige Brennstoffe |
US3878227A (en) * | 1973-12-07 | 1975-04-15 | Dow Chemical Co | Process for making tert.-butyl glycidyl ether |
EP0002780B1 (fr) * | 1977-12-24 | 1980-11-26 | BASF Aktiengesellschaft | Utilisation d'inhibiteurs de corrosion dans des systèmes aqueux |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
-
1979
- 1979-10-04 DE DE19792940258 patent/DE2940258A1/de not_active Withdrawn
-
1980
- 1980-09-25 EP EP80105766A patent/EP0026878B2/fr not_active Expired
- 1980-09-25 DE DE8080105766T patent/DE3062634D1/de not_active Expired
- 1980-09-29 ES ES495437A patent/ES8200644A1/es not_active Expired
- 1980-09-29 US US06/191,677 patent/US4348302A/en not_active Expired - Lifetime
- 1980-10-02 CS CS806656A patent/CS216941B2/cs unknown
- 1980-10-02 JP JP13682980A patent/JPS5658978A/ja active Pending
- 1980-10-02 AR AR282757A patent/AR225193A1/es active
- 1980-10-03 CA CA000361517A patent/CA1146589A/fr not_active Expired
- 1980-10-03 PL PL22707280A patent/PL227072A1/xx unknown
- 1980-10-03 ZA ZA00806124A patent/ZA806124B/xx unknown
- 1980-10-03 BR BR8006378A patent/BR8006378A/pt unknown
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1090486B (de) * | 1956-01-20 | 1960-10-06 | Geigy Ag J R | Korrosionsschutzmittel |
FR1493820A (fr) * | 1965-08-28 | 1967-09-01 | Hoechst Ag | Procédé pour lutter contre la corrosion provoquée par des combustibles liquides |
GB1109579A (en) * | 1965-08-28 | 1968-04-10 | Hoechst Ag | Corrosion-inhibiting compositions |
DE1545298A1 (de) * | 1965-08-28 | 1969-07-31 | Hoechst Ag | Fluessige Brennstoffe |
FR1546272A (fr) * | 1966-12-08 | 1968-11-15 | Burndy Corp | Procédé d'inhibition de la corrosion galvanique et ensembles plaqués pour contacts électriques obtenus par application de ce procédé |
US3878227A (en) * | 1973-12-07 | 1975-04-15 | Dow Chemical Co | Process for making tert.-butyl glycidyl ether |
EP0002780B1 (fr) * | 1977-12-24 | 1980-11-26 | BASF Aktiengesellschaft | Utilisation d'inhibiteurs de corrosion dans des systèmes aqueux |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2700336A1 (fr) * | 1993-01-11 | 1994-07-13 | Hoechst France | Succinimides substituées, leur procédé de préparation et leur application comme inhibiteur de corrosion. |
EP0606795A1 (fr) * | 1993-01-11 | 1994-07-20 | Societe Francaise Hoechst | Succinimides substituées, leur procédé de préparation et leur application comme inhibiteur de corrosion |
US5382667A (en) * | 1993-01-11 | 1995-01-17 | Societe Francaise Hoechst | Substituted succinimides as corrosion inhibitors |
FR2738018A1 (fr) * | 1995-08-24 | 1997-02-28 | Ceca Sa | Inhibition de la corrosion carbonique de l'acier par des n-alcoyl-sarcosines |
EP0760402A1 (fr) * | 1995-08-24 | 1997-03-05 | Ceca S.A. | Inhibition de la corrosion carbonique de l'acier par des compositions synergiques écocompatibles de N-alcoyl-sarcosines et N-alkyl-amidopropylbetaines |
Also Published As
Publication number | Publication date |
---|---|
EP0026878B2 (fr) | 1987-03-11 |
PL227072A1 (fr) | 1981-06-05 |
JPS5658978A (en) | 1981-05-22 |
US4348302A (en) | 1982-09-07 |
ES495437A0 (es) | 1981-11-01 |
EP0026878B1 (fr) | 1983-04-06 |
BR8006378A (pt) | 1981-04-14 |
CA1146589A (fr) | 1983-05-17 |
DE2940258A1 (de) | 1981-04-16 |
DE3062634D1 (en) | 1983-05-11 |
CS216941B2 (en) | 1982-12-31 |
ES8200644A1 (es) | 1981-11-01 |
ZA806124B (en) | 1981-09-30 |
AR225193A1 (es) | 1982-02-26 |
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