EP0294687B1 - Utilisation de sels d'acides sulfonamidocarboxyliques comme inhibiteurs de la corrosion dans des systèmes aqueux - Google Patents

Utilisation de sels d'acides sulfonamidocarboxyliques comme inhibiteurs de la corrosion dans des systèmes aqueux Download PDF

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Publication number
EP0294687B1
EP0294687B1 EP88108665A EP88108665A EP0294687B1 EP 0294687 B1 EP0294687 B1 EP 0294687B1 EP 88108665 A EP88108665 A EP 88108665A EP 88108665 A EP88108665 A EP 88108665A EP 0294687 B1 EP0294687 B1 EP 0294687B1
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EP
European Patent Office
Prior art keywords
formula
corrosion
aqueous systems
phenyl
compound
Prior art date
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EP88108665A
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German (de)
English (en)
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EP0294687A1 (fr
Inventor
Rolf Dr. Fikentscher
Gerold Dr. Braun
Chung-Ji Dr. Tschang
Christos Dr. Vamvakaris
Reinhold Dr. Kohlhaupt
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BASF SE
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BASF SE
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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
    • C23F11/16—Sulfur-containing compounds
    • C23F11/164—Sulfur-containing compounds containing a -SO2-N group

Definitions

  • the invention relates to the use of special sulfonamidocarboxylic acids in the form of the alkali or alkanolamine salts as corrosion inhibitors in aqueous systems.
  • DE-A1-33 30 223 describes the salts of the reaction products of alkylbenzenesulfonyl chlorides with glycine or methylglycine as corrosion inhibitors in aqueous systems.
  • the properties of the sulfonamido carboxylic acids described above as corrosion inhibitors are not always optimal.
  • the actual corrosion protection effect is often too low, so that relatively large amounts have to be used.
  • the foaming is too high and the water solubility and water hardness sensitivity, which are of considerable importance, may leave something to be desired.
  • the toxicity of the substances used can also play an important role.
  • the aim of the present invention is, in particular, to show substances which, in addition to low toxicity in aqueous systems, in addition to good corrosion protection, ensure low foam and low sensitivity to water hardness.
  • R1 and R2 represent a phenyl radical which may be mono- or disubstituted by an alkyl radical having 1 to 6 carbon atoms and represent n 0, 1 or 2 and m 1 or 2, in the form of an alkali or an alkanolamine salt in an amount of 0.1 to 2% by weight, based on the aqueous system.
  • the invention also relates to a method for preventing corrosion in aqueous systems by adding a compound of the formula I in the form of an alkali or alkanolamine salt in the abovementioned amount to the aqueous system as a corrosion inhibitor.
  • the salts of the formula I can also be used in the form of their mixtures.
  • Alkyl radicals with 1 to 6 carbon atoms, through which the phenyl radicals can be mono- or disubstituted, are, for example, methyl, ethyl, propyl, i-propyl, butyl, pentyl, hexyl.
  • the higher alkyl residues with 3 to 6 carbon atoms are particularly suitable for simple substitution.
  • R 1 and R 2 are phenyl or tolyl and n is 0 and m is 1 or 2.
  • Preferred tolyl radicals are the o- and p-tolyl radicals.
  • the alkali metal salts are the sodium and potassium salts and the alkanolammonium salts are the salts of mono-, di- or tri-hydroxyalkylamines having 2 to 4 carbon atoms in the hydroxyalkyl radical and mono- (C2-C4) - hydroxyalkyl-mono- or -dialkylamines having 1 to 4 carbon atoms in the alkyl radical and di- (C2-C4) -hydroxyalkyl-mono- (C1-C4) alkylamines.
  • Preferred alkanolamines are mono-, di- and triethanolamine, mono-, di- and trihydroxyisopropylamine as well as N-methyldiethanolamine and dimethyl-monoethanolamine.
  • they are also their mixtures, as are obtained in industrial production.
  • the acids of the formula I are known in principle from the literature and can be prepared by processes known per se.
  • the use of their alkanolamine salts as corrosion inhibitors is by no means apparent from the literature.
  • the acids of formula I are conveniently with the above.
  • the sulfonamide nitrogen atom has a hydrogen atom or an alkyl radical, preferably methyl, as a substituent.
  • the compounds of the formula I to be used according to the invention have an aromatic radical or aromatic substituted alkyl radical on the nitrogen atom corresponding to the meanings of R 1 and n.
  • the present invention makes the sulfonamido carboxylic acids substituted by aromatic radicals technically usable for the first time. Since corrosion inhibition and foaming behavior are very sensitive and unpredictable properties, the superior effects are not obvious despite the relatively small structural differences.
  • the corrosion inhibitors according to the invention can be used in all aqueous systems which come into contact with iron, its alloys (steels), aluminum, its alloys, zinc or copper and their alloys.
  • aqueous systems which come into contact with iron, its alloys (steels), aluminum, its alloys, zinc or copper and their alloys.
  • Examples include Hydraulic fluids, cooling lubricants, neutral to alkaline technical cleaners, cooling water additives, coolant or pit water, which are particularly hard and salt-rich and which are used directly in mining as mixing water e.g. used for hydraulic processes and which have a particularly strong corrosive effect.
  • the aqueous systems have a suitable pH range from 8.0 to 8.8.
  • concentrations in practical use fluctuate depending on the area of application and the type of aqueous medium and the metals to be protected. In general, 0.1 to 2% by weight, based on the aqueous system, is used. Falling below this limit generally reduces the protective effect, exceeding this does not result in any additional advantages.
  • the corrosion protection effect is determined in accordance with DIN Test 51360, Part 2.
  • the sulfonamidocarboxylic acid to be investigated is mixed with such an amount of triethanolamine (TEA) that a 1% by weight aqueous solution has a pH of 8.2 ⁇ 0.1.
  • TAA triethanolamine
  • Table 2 shows the results obtained, which contain a comparison with N-methyl-benzenesulfonamidocaproic acid (commercially available).

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  • 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)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Lubricants (AREA)

Claims (6)

  1. Utilisation d'un composé de la formule I
    Figure imgb0006
     dans laquelle R¹ et R² représentent un radical phényle, qui est éventuellement substitué une ou deux fois par un radical alkyle qui comporte de 1 à 6 atomes de carbone et n est égal à 0, 1 ou 2 et m est égal à 1 ou à 2, sous forme d'un sel de métal alcalin ou d'alcanolamine, à titre d'inhibiteur de corrosion dans des systèmes aqueux, en une proportion de 0,1 à 2% en poids, par rapport au système aqueux.
  2. Utilisation d'un composé de la formule I selon la revendication 1, caractérisée en ce que R¹ et R² représentent des radicaux phényle ou tolyle et n est égal à 0 et m est égal à 1 ou à 2.
  3. Utilisation d'un composé de la formule I suivant la revendication 1 ou 2, à titre d'inhibiteur de corrosion pour le fer, l'aluminium, le zinc, le cuivre ou leurs alliages, dans des systèmes aqueux avec des valeurs de pH de 8,0 à 8,8.
  4. Procédé pour empêcher la corrosion dans des systèmes aqueux, caractérisé en ce que l'on ajoute au système aqueux, à titre d'inhibiteur de corrosion, un composé de la formule I
    Figure imgb0007
     dans laquelle R¹ et R² représentent un radical phényle, qui est éventuellement substitué une ou deux fois par un radical alkyle qui comporte de 1 à 6 atomes de carbone et n est égal à 0, 1 ou 2 et m est égal à 1 ou à 2, sous forme d'un sel de métal alcalin ou d'alcanolamine, à titre d'inhibiteur de corrosion dans des systèmes aqueux, en une proportion de 0,1 à 2% en poids, par. rapport au système aqueux.
  5. Procédé suivant la revendication 4, caractérisé en ce que l'on ajoute au système aqueux un composé de la formule I selon la revendication 1, dans laquelle R¹ et R² représentent des radicaux phényle ou tolyle et n est égal à 0 et m est égal à 1 ou à 2.
  6. Procédé suivant la revendication 4 ou 5, caractérisé en ce que l'on ajoute le composé de la formule I, à titre d'inhibiteur de corrosion pour le fer, l'aluminium, le zinc, le cuivre ou leurs alliages, au système aqueux avec une valeur de pH de 8,0 à 8,8.
EP88108665A 1987-06-06 1988-05-31 Utilisation de sels d'acides sulfonamidocarboxyliques comme inhibiteurs de la corrosion dans des systèmes aqueux Expired - Lifetime EP0294687B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19873719046 DE3719046A1 (de) 1987-06-06 1987-06-06 Verwendung von salzen von sulfonamidcarbonsaeuren als korrosionsinhibitoren in waessrigen systemen
DE3719046 1987-06-06

Publications (2)

Publication Number Publication Date
EP0294687A1 EP0294687A1 (fr) 1988-12-14
EP0294687B1 true EP0294687B1 (fr) 1993-09-22

Family

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EP88108665A Expired - Lifetime EP0294687B1 (fr) 1987-06-06 1988-05-31 Utilisation de sels d'acides sulfonamidocarboxyliques comme inhibiteurs de la corrosion dans des systèmes aqueux

Country Status (4)

Country Link
US (1) US4911888A (fr)
EP (1) EP0294687B1 (fr)
JP (1) JPS6415385A (fr)
DE (2) DE3719046A1 (fr)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW517067B (en) * 1996-05-31 2003-01-11 Hoffmann La Roche Interferon conjugates
UA59384C2 (uk) 1996-12-20 2003-09-15 Пфайзер, Інк. Похідні сульфонамідів та амідів як агоністи простагландину, фармацевтична композиція та способи лікування на їх основі
UA67754C2 (uk) 1997-10-10 2004-07-15 Пфайзер, Інк. Агоністи простагландину, фармацевтична композиція на їх основі (варіанти), спосіб нарощення та збереження кісткової маси у хребетних та спосіб лікування (варіанти)
PL192364B1 (pl) * 1998-06-08 2006-10-31 Hoffmann La Roche Zastosowanie koniugatu PEG-IFN-α 2A w połączeniu z rybawiryną
DE102008064004B4 (de) * 2008-12-19 2011-11-24 Clariant International Limited Wasserbasierende Hydraulikflüssigkeiten enthaltend Dithiodi(arylcarbonsäuren) oder deren Alkalimetall-, Erdalkalimetall- oder Ammoniumsalze
KR20230136749A (ko) 2021-01-25 2023-09-26 옴야 인터내셔널 아게 식품 저장 수명 개선을 위한 표면 반응된 탄산칼슘 및 산소 스캐빈저를 포함하는 코팅

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE895122C (de) * 1939-10-21 1953-10-29 Hydrierwerke A G Deutsche Verfahren zur Verminderung des korrodierenden Einflusses von Wasser und waessrigen Loesungen auf Eisen
GB810560A (en) * 1954-10-21 1959-03-18 Geigy Ag J R Improvements relating to alkylarylsulphonyl derivatives of amino acids, to corrosion and rust inhibiting compositions thereof and their use
DE1298672B (de) * 1967-07-15 1969-07-03 Hoechst Ag Korrosionsverhinderndes Metallbearbeitungsmittel
BE810115A (fr) * 1973-10-30 1974-05-16 Procede d'inhibition de la corrosion en utilisant des composes de glycine culfonyles
CH629540A5 (de) * 1977-09-19 1982-04-30 Hoechst Ag Wassermischbare korrosionsschutzmittel.
DE2947418A1 (de) * 1979-11-24 1981-06-04 BASF Corp., New York, N.Y. Umsetzprodukte aus sulfon- oder carbonamidocarbonsaeuren mit alkanolaminen und ihre verwendung als schaumarme korrosionsinhibitoren
FR2479844A1 (fr) * 1980-04-04 1981-10-09 Martin Philippe Agent anticorrosion des metaux ferreux et non ferreux, utilisable notamment pour la protection des vehicules automobiles
DE3330223A1 (de) * 1983-08-22 1985-03-14 Henkel KGaA, 4000 Düsseldorf Korrosionsinhibitoren

Also Published As

Publication number Publication date
US4911888A (en) 1990-03-27
DE3719046A1 (de) 1988-12-15
EP0294687A1 (fr) 1988-12-14
DE3884277D1 (de) 1993-10-28
JPS6415385A (en) 1989-01-19

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