EP0144663B1 - Use of corrosion inhibitors in aqueous systems - Google Patents

Use of corrosion inhibitors in aqueous systems Download PDF

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Publication number
EP0144663B1
EP0144663B1 EP84112673A EP84112673A EP0144663B1 EP 0144663 B1 EP0144663 B1 EP 0144663B1 EP 84112673 A EP84112673 A EP 84112673A EP 84112673 A EP84112673 A EP 84112673A EP 0144663 B1 EP0144663 B1 EP 0144663B1
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EP
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Prior art keywords
corrosion inhibitors
aqueous systems
salts
hydrogen
alkyl radical
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EP84112673A
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German (de)
French (fr)
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EP0144663A1 (en
Inventor
Josef Dr. Penninger
Jürgen Dr. Geke
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Priority to AT84112673T priority Critical patent/ATE29527T1/en
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    • 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
    • C23F11/12—Oxygen-containing compounds
    • C23F11/124—Carboxylic acids
    • C23F11/126—Aliphatic acids

Definitions

  • the invention relates to the use of salts of special aroylcarboxylic acids as corrosion inhibitors in aqueous systems.
  • Corrosion protection in aqueous systems is a major problem in technical processes when it affects metals at risk, such as copper, zinc or aluminum.
  • the use of corrosion inhibitors, for example in cleaning agents, cooling lubricants, hydraulic fluids or cooling water, has so far often led to a number of application problems. Foam formation, for example, is undesirable.
  • the water solubility or the water hardness stability is also important for the usability of the agents.
  • the toxicity and degradability of the substances and their storage stability also play an important role.
  • alkali metal salts such as sodium or potassium salts
  • ammonium salts with organic bases such as ammonia, mono-, di- or trialkanolamines
  • organic bases such as ammonia, mono-, di- or trialkanolamines
  • diethanolamine has proven to be advantageous.
  • the anticorrosive agents according to the invention can moreover be used individually or as a mixture in aqueous solutions, dispersions or emulsions.
  • a high level of effectiveness is available even at low concentrations. It has been shown that a sufficient effect is sometimes achieved with 0.5 kg / m 3 .
  • Quantities of 0.5 to 10 kg / m 3 , preferably 1 to 10 kg / m 3 are therefore suitable.
  • the agents used also have a pronounced lack of foam and have good water hardness stability.
  • the aroylcarboxylic acids are prepared by methods known per se. They can be obtained, for example, by Friedel-Crafts acylation of alkylbenzenes with appropriate cyclic anhydrides. The preparation of the aroylcarboxylic acids or their salts is not the subject of the invention.
  • test strips Three carefully pretreated and weighed test strips (unalloyed steel, 80 x 15 x 1 mm) were hung in a 1 l vessel containing 800 ml test water, 50 ml buffer solution and a defined amount of the substance to be examined, and added for 3 hours Leave room temperature and 80 revolutions per minute in it.
  • the corrosion protection value S was calculated from the weight loss.
  • test water used as a corrosive medium was produced in accordance with DIN 51360/2 and. buffered with ammonia / ammonium chloride.
  • Table 4 shows the results obtained in comparison with benzenesulfonamidocaproic acid.
  • Tables 1 to 3 show which compounds are involved in the products according to formula I designated A to T.
  • the specified bases were used to neutralize the aroylcarboxylic acids.

Abstract

1. The use of alkali and/or ammonium salts of compounds corresponding to the following formula see diagramm : EP0144663,P4,F2 in which R1 and R2 are hydrogen or a C1 -C6 alkyl radical and R3 is CH = CH, (CH2 )2 or (CH2 )3 , as corrosion inhibitors in aqueous systems.

Description

Gegenstand der Erfindung ist die Verwendung von Salzen von speziellen Aroylcarbonsäuren als Korrosionsinhibitoren in wäßrigen Systemen.The invention relates to the use of salts of special aroylcarboxylic acids as corrosion inhibitors in aqueous systems.

Der Korrosionsschutz in wäßrigen Systemen ist ein wesentliches Problem bei technischen Prozessen, wenn dabei gefährdete Metalle, wie Kupfer, Zink oder Aluminium, betroffen werden. Die Verwendung von Korrosionsinhibitoren, beispielsweise in Reinigungsmitteln, Kühlschmiermitteln, Hydraulikflüssigkeiten oder Kühlwässern, führte bisher oft zu einer Reihe von anwendungstechnischen Problemen. Es ist beispielsweise die Schaumbildung unerwünscht. Die Wasserlöslichkeit oder auch die Wasserhärtestabilität ist für die Brauchbarkeit der Mittel ebenso von Bedeutung. Weiterhin spielt die Toxizität und die Abbaubarkeit der Substanzen sowie ihre Lagerstabilität eine wesentliche Rolle.Corrosion protection in aqueous systems is a major problem in technical processes when it affects metals at risk, such as copper, zinc or aluminum. The use of corrosion inhibitors, for example in cleaning agents, cooling lubricants, hydraulic fluids or cooling water, has so far often led to a number of application problems. Foam formation, for example, is undesirable. The water solubility or the water hardness stability is also important for the usability of the agents. The toxicity and degradability of the substances and their storage stability also play an important role.

In letzter Zeit sind als Korrosionsinhibitoren bereits langkettige, aliphatische Sulfonamidocarbonsäuren beziehungsweise Arylsulfonamidocarbonsäuren vorgeschlagen worden. Diese Inhibitoren zeigen jedoch nur bei hohen Konzentrationen einen guten Korrosionsschutz und werden jedoch häufig den oben genannten anwendungstechnischen Erfordernissen nicht gerecht.Recently, long-chain aliphatic sulfonamidocarboxylic acids or arylsulfonamidocarboxylic acids have been proposed as corrosion inhibitors. However, these inhibitors show good corrosion protection only at high concentrations and, however, often do not meet the above-mentioned application requirements.

Es wurde nun gefunden, daß man überraschenderweise zu ausgezeichneten Ergebnissen gelangt, wenn man als Korrosionsinhibitoren in wäßrigen Systemen Alkali- und/oder Ammoniumsalze von Verbindungen der Formel I

Figure imgb0001
wobei R1 und R2 Wasserstoff oder einen Alkylrest mit 1 bis 6 Kohlenstoffatomen und R4 CH = CH sowie (CHZ)2 oder (CHz)3 bedeuten, verwendet.It has now been found that, surprisingly, excellent results are obtained if alkali and / or ammonium salts of compounds of the formula I are used as corrosion inhibitors in aqueous systems
Figure imgb0001
 where R 1 and R 2 are hydrogen or an alkyl radical having 1 to 6 carbon atoms and R 4 CH = CH and (CH Z ) 2 or (CH z ) 3 are used.

Insbesondere sind solche Verbindungen geeignet, bei denen in der oben angeführten Formel I R1 ein Alkylrest mit 3 bis 4 Kohlenstoffatomen und R2 Wasserstoff bedeutet.Compounds are particularly suitable in which, in the formula IR 1 above, denotes an alkyl radical having 3 to 4 carbon atoms and R 2 is hydrogen.

Es wurde weiterhin gefunden, daß neben Alkalisalzen, wie Natrium- oder Kaliumsalze, vorzugsweise Ammoniumsalze mit organischen Basen, wie Ammoniak, Mono-, Di- oder Trialkanolamine, geeignet sind. Insbesondere hat sich dabei Diethanolamin als vorteilhaft ergeben.It has furthermore been found that, in addition to alkali metal salts, such as sodium or potassium salts, ammonium salts with organic bases, such as ammonia, mono-, di- or trialkanolamines, are suitable. In particular, diethanolamine has proven to be advantageous.

Die erfindungsgemäßen Korrosionsschutzmittel können im übrigen einzeln oder im Gemisch in wäßrigen Lösungen, Dispersionen oder Emulsionen verwendet werden. Bereits bei geringen Konzentrationen ist eine hohe Wirksamkeit vorhanden. Es hat sich nämlich gezeigt, daß teilweise mit 0,5 kg/m3 noch eine ausreichende Wirkung erzielt wird. Somit kommen Mengen von 0,5 bis 10 kg/m3, vorzugsweise 1 bis 10 kg/m3, in Betracht. Die zur Anwendung gelangenden Mittel hesitzen darüber hinaus eine ausgeprägte Schaumarmut und weisen eine gute Wasserhärtestabilität auf.The anticorrosive agents according to the invention can moreover be used individually or as a mixture in aqueous solutions, dispersions or emulsions. A high level of effectiveness is available even at low concentrations. It has been shown that a sufficient effect is sometimes achieved with 0.5 kg / m 3 . Quantities of 0.5 to 10 kg / m 3 , preferably 1 to 10 kg / m 3 , are therefore suitable. The agents used also have a pronounced lack of foam and have good water hardness stability.

Die Herstellung der Aroylcarbonsäuren erfolgt nach an sich bekannten Methoden. Sie können beispielsweise durch Friedel-Crafts-Acylierung von Alkylbenzolen mit entsprechenden cyclischen Anhydriden erhalten werden. Die Herstellung der Aroylcarbonsäuren beziehungsweise deren Salze ist im übrigen nicht Gegenstand der Erfindung.The aroylcarboxylic acids are prepared by methods known per se. They can be obtained, for example, by Friedel-Crafts acylation of alkylbenzenes with appropriate cyclic anhydrides. The preparation of the aroylcarboxylic acids or their salts is not the subject of the invention.

Der Anmeldungsgegenstand wird noch durch die nachstehenden Beispiele erläutert, ohne daß er hierauf beschränkt ist.The subject of the application is illustrated by the examples below, without being limited thereto.

Die Bestimmung der Korrosionsschutzeigenschaften erfolgt durch Ermittlung des Massenabtrags. Im einzelnen wird dabei wie folgt gearbeitet :

  • Beispiele
The corrosion protection properties are determined by determining the mass removal. The details are as follows:
  • Examples

Je drei sorgfältig vorbehandelte und gewogene Teststreifen (unlegierter Stahl, 80 x 15 x 1 mm) wurden in ein 1-1-Gefäß, das 800 ml Testwasser, 50 ml Pufferlösung sowie eine definierte Menge an zu untersuchender Substanz enthält, gehängt und 3 Stunden bei Raumtemperatur und 80 Umdrehungen pro Minute darin belassen.Three carefully pretreated and weighed test strips (unalloyed steel, 80 x 15 x 1 mm) were hung in a 1 l vessel containing 800 ml test water, 50 ml buffer solution and a defined amount of the substance to be examined, and added for 3 hours Leave room temperature and 80 revolutions per minute in it.

Aus dem Gewichtsverlust wurde der Korrosionsschutzwert S, bezogen auf eine Blindprobe, berechnet.

Figure imgb0002
The corrosion protection value S, based on a blank sample, was calculated from the weight loss.
Figure imgb0002

Das als korrosives Medium benutzte Versuchswasser wurde nach DIN 51360/2 hergestellt und. mit Ammoniak/Ammonium-chlorid gepuffert.The test water used as a corrosive medium was produced in accordance with DIN 51360/2 and. buffered with ammonia / ammonium chloride.

In der nachstehenden Tabelle 4 sind die Ergebnisse angegeben, die im Vergleich mit Benzolsulfonamidocapronsäure erhalten wurden. Aus den Tabellen 1 bis 3 ist ersichtlich, um welche Verbindungen es sich bei den mit A bis T bezeichneten Produkten gemäß Formel I handelt. Die angegebenen Basen wurden zur Neutralisation der Aroylcarbonsäuren verwendet.

Figure imgb0003
Figure imgb0004
Figure imgb0005
Figure imgb0006
Figure imgb0007
 Table 4 below shows the results obtained in comparison with benzenesulfonamidocaproic acid. Tables 1 to 3 show which compounds are involved in the products according to formula I designated A to T. The specified bases were used to neutralize the aroylcarboxylic acids.
Figure imgb0003
Figure imgb0004
Figure imgb0005
Figure imgb0006
Figure imgb0007

Claims (4)

1. The use of alkali and/or ammonium salts of compounds corresponding to the following formula
Figure imgb0009
in which R1 and R2 are hydrogen or a C1-C6 alkyl radical and R3 is CH = CH, (CH2)2 or (CH2)3, as corrosion inhibitors in aqueous systems.
2. The use of the compounds according to Claim 1 in which R1 is a C3-C4 alkyl radical and R2 is hydrogen.
3. The use of mixtures of the salts according to Claim 1.
4. The use of the salts according to Claim 1 in a quantity of 1 to 10 kg/m3.
EP84112673A 1983-10-27 1984-10-19 Use of corrosion inhibitors in aqueous systems Expired EP0144663B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT84112673T ATE29527T1 (en) 1983-10-27 1984-10-19 USE OF CORROSION INHIBITORS IN WATER SYSTEMS.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19833338953 DE3338953A1 (en) 1983-10-27 1983-10-27 USE OF CORROSION INHIBITORS IN AQUEOUS SYSTEMS
DE3338953 1983-10-27

Publications (2)

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EP0144663A1 EP0144663A1 (en) 1985-06-19
EP0144663B1 true EP0144663B1 (en) 1987-09-09

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US (1) US4909987A (en)
EP (1) EP0144663B1 (en)
JP (1) JPS60110885A (en)
AT (1) ATE29527T1 (en)
AU (1) AU568578B2 (en)
BR (1) BR8405451A (en)
CA (1) CA1261610A (en)
DE (2) DE3338953A1 (en)
DK (1) DK161896C (en)
ES (1) ES537133A0 (en)
GR (1) GR80694B (en)
NO (1) NO842824L (en)
PT (1) PT79409B (en)
ZA (1) ZA848389B (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0212752A1 (en) * 1985-08-14 1987-03-04 Pumptech N.V. Process and composition for inhibiting iron and steel corrosion
EP0412933A1 (en) * 1989-08-08 1991-02-13 Ciba-Geigy Ag Coating compositions
EP0619290A2 (en) * 1993-04-07 1994-10-12 Ciba-Geigy Ag Salts of alkaline earth metals and transition metals as well as complexes of transition metals of ketocarboxylic acids and their use as corrosion inhibitors
GB2279344A (en) * 1993-06-25 1995-01-04 Ciba Geigy Ag Carrier-bound ketocarboxylic acids as corrosion inhibitors
US5519074A (en) * 1994-01-18 1996-05-21 Ciba-Geigy Corporation Complexes of morpholine derivatives with keto-acids as corrosion inhibitors

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3600401A1 (en) * 1986-01-09 1987-07-16 Henkel Kgaa USE OF ALKYLBENZOYL ACRYLIC ACIDS AS CORROSION INHIBITORS
US5183842A (en) * 1989-08-08 1993-02-02 Ciba-Geigy Corporation Method of producing an organic, corrosion-resistant surface coating
GB9101468D0 (en) * 1991-01-23 1991-03-06 Ciba Geigy Coating compositions
ZA932674B (en) * 1992-05-06 1995-03-16 Mintek The aesthetic enhancement or modification of articles or components made of non-ferrous metals.
GB2290789B (en) * 1994-07-01 1998-09-16 Ciba Geigy Ag Titanium and zirconium complexes of carboxylic acids as corrosion inhibitors
TW428018B (en) * 1995-06-29 2001-04-01 Ciba Sc Holding Ag Aminosilane salts and silanamides of carboxylic acids as corrosion inhibitors
DK12497A (en) 1996-02-12 1997-08-13 Ciba Geigy Ag Corrosion inhibiting coating compositions for metals
MD4245C1 (en) * 2012-04-19 2014-02-28 Институт Химии Академии Наук Молдовы Inhibitor of steel corrosion in water
MD4310C1 (en) * 2013-07-17 2015-06-30 Институт Химии Академии Наук Молдовы Inhibitor of steel corrosion in water

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4366076A (en) * 1980-06-11 1982-12-28 Ciba-Geigy Corporation Corrosion inhibited compositions
JPS6014108B2 (en) * 1980-12-31 1985-04-11 一方社油脂工業株式会社 anti-rust
IT1210582B (en) * 1981-10-22 1989-09-14 Roussel Maestretti Spa 4-FENYL-4-OSSOBUTEN-2-OICO ACID DERIVATIVES EQUIPPED WITH PHARMACOLOGICAL PROPERTIES AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
JPS59133377A (en) * 1983-01-18 1984-07-31 Katayama Chem Works Co Ltd Anticorrosive for metal
CA1267746A (en) * 1983-05-09 1990-04-10 Andreas Lindert Treatment of metal with derivative of poly- alkenylphenol
DE3416120A1 (en) * 1984-04-30 1985-10-31 Henkel KGaA, 4000 Düsseldorf BENZOYLALANINE AND THEIR USE AS CORROSION INHIBITORS FOR AQUEOUS SYSTEMS

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0212752A1 (en) * 1985-08-14 1987-03-04 Pumptech N.V. Process and composition for inhibiting iron and steel corrosion
US5013483A (en) * 1985-08-14 1991-05-07 Dowell Schlumberger Incorporated Process and composition for inhibiting iron and steel corrosion
EP0412933A1 (en) * 1989-08-08 1991-02-13 Ciba-Geigy Ag Coating compositions
EP0619290A2 (en) * 1993-04-07 1994-10-12 Ciba-Geigy Ag Salts of alkaline earth metals and transition metals as well as complexes of transition metals of ketocarboxylic acids and their use as corrosion inhibitors
US5458678A (en) * 1993-04-07 1995-10-17 Ciba-Geigy Corporation Alkaline earth metal salts, transition metal salts and transition metal complexes of ketocarboxylic acids as corrosion inhibitors
GB2279344A (en) * 1993-06-25 1995-01-04 Ciba Geigy Ag Carrier-bound ketocarboxylic acids as corrosion inhibitors
US5489447A (en) * 1993-06-25 1996-02-06 Ciba-Geigy Corporation Carrier-bound ketocarboxylic acids as corrosion inhibitors
GB2279344B (en) * 1993-06-25 1997-08-13 Ciba Geigy Ag Carrier-bound ketocarboxylic acids as corrosion inhibitors
US5519074A (en) * 1994-01-18 1996-05-21 Ciba-Geigy Corporation Complexes of morpholine derivatives with keto-acids as corrosion inhibitors

Also Published As

Publication number Publication date
ES8601328A1 (en) 1985-10-16
ATE29527T1 (en) 1987-09-15
AU3472384A (en) 1985-05-02
DK161896C (en) 1992-02-03
JPH0414193B2 (en) 1992-03-12
US4909987A (en) 1990-03-20
DK466384D0 (en) 1984-09-28
EP0144663A1 (en) 1985-06-19
PT79409B (en) 1986-09-08
DE3338953A1 (en) 1985-05-09
PT79409A (en) 1984-11-01
NO842824L (en) 1985-04-29
BR8405451A (en) 1985-09-03
AU568578B2 (en) 1988-01-07
JPS60110885A (en) 1985-06-17
ZA848389B (en) 1985-06-26
DE3466018D1 (en) 1987-10-15
GR80694B (en) 1985-02-01
DK466384A (en) 1985-04-28
ES537133A0 (en) 1985-10-16
DK161896B (en) 1991-08-26
CA1261610A (en) 1989-09-26

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