EP0144738A1 - Mono-dialkylamides d'acides succiniques comme inhibiteurs de corrosion solubles dans l'eau - Google Patents

Mono-dialkylamides d'acides succiniques comme inhibiteurs de corrosion solubles dans l'eau Download PDF

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Publication number
EP0144738A1
EP0144738A1 EP84113211A EP84113211A EP0144738A1 EP 0144738 A1 EP0144738 A1 EP 0144738A1 EP 84113211 A EP84113211 A EP 84113211A EP 84113211 A EP84113211 A EP 84113211A EP 0144738 A1 EP0144738 A1 EP 0144738A1
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EP
European Patent Office
Prior art keywords
corrosion inhibitors
carbon atoms
water
amides
mono
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
Application number
EP84113211A
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German (de)
English (en)
Other versions
EP0144738B1 (fr
Inventor
Alfred Dr. Struve
Horst Dr. Upadek
Jürgen Dr. Geke
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to AT84113211T priority Critical patent/ATE35559T1/de
Publication of EP0144738A1 publication Critical patent/EP0144738A1/fr
Application granted granted Critical
Publication of EP0144738B1 publication Critical patent/EP0144738B1/fr
Expired legal-status Critical Current

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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

  • the invention relates to the use of alkanolamine salts of alkenylsuccinic acid halamides as corrosion inhibitors in aqueous systems.
  • reaction products of alkenylsuccinic anhydrides with long-chain dialkylamines are known for use in the oil phase.
  • U.S. Patent 3,546,151 describes u. a. the reaction products with excess di-tallow amine.
  • the wax-like succinic acid half-amine salts obtained can be used as corrosion inhibitors in water-repellent media.
  • the proposed alkanolamine salts of Cp to Cg alkenylsuccinic acid or maleinic acid are distinguished by the fact that they foam only slightly. However, the anti-corrosive properties are not satisfactory.
  • the alkanolamine salts of the alkenylsuccinic acid halamides of the general formulas (I) and (II) where R is an alkenyl radical having 6 to 18 carbon atoms and R I and R II 1 to 10 carbon atoms containing alkyl groups can be used as corrosion inhibitors in aqueous systems and have a comparatively excellent effectiveness.
  • the compounds mentioned have only a low tendency to foam, sufficient solubility in water and are therefore particularly suitable for use as rust inhibitors in aqueous media.
  • the compounds used can be prepared by reacting maleic anhydride with C 6 -C 18 -alkenes. Alkenylsuccinic anhydrides are obtained, which are added with dialkylamines each having 1 to 10 carbon atoms in the alkyl radical in a molar ratio of 1: 1 at about 70 to 90 ° C. the corresponding half amides are implemented.
  • the salts of the half-amides used are prepared by adding equimolar or excess amounts of alkanolamines.
  • alkanolamines preferably mono-, di- or triethanolamines, are expediently suitable.
  • the compounds are used which have an alkenyl radical R having 10 to 18 carbon atoms and in the amide group alkyl radical R' according to formulas I and II. R "with 3 to 8 carbon atoms.
  • olefins can be used to prepare the precursors alkenylsuccinic anhydride.
  • the reaction with the amines is carried out in equimolar proportions or with a slight excess of anhydride.
  • the dialkylamines can be straight-chain or branched.
  • the compounds that can be produced in this way are suitable alone or in combinations with other substances as water-soluble anticorrosive constituents in rust inhibitors, technical cleaning agents in metalworking and in cooling lubricants.
  • the agents according to the invention are used in concentrations of 0.01 to 15 percent by weight, preferably 0.05 to 1.0 percent by weight, each calculated as alkenylsuccinic acid halamide.
  • the half amide is converted into the alkanolamine salts by gentle heating with excess mono-, di- or triethanolamine in the presence of a little water.
  • Example 1 The compounds mentioned in Examples 1 and 2 were tested in the form of the mono-, di- and triethanolamine salts in a gray cast iron filter test in accordance with DIN 51360. Water with a hardness of 20 ° d according to the above DIN instructions was used as the test medium. Within the test series to be compared, testing was carried out at constant pH values (8.0 to 9.5).

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)
  • Lubricants (AREA)
EP84113211A 1983-11-12 1984-11-02 Mono-dialkylamides d'acides succiniques comme inhibiteurs de corrosion solubles dans l'eau Expired EP0144738B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT84113211T ATE35559T1 (de) 1983-11-12 1984-11-02 Bernsteinsaeure-mono-dialkylamide als wasserloesliche korrosionsschutzmittel.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19833341013 DE3341013A1 (de) 1983-11-12 1983-11-12 Bernsteinsaeure-mono-dialkylamide als wasserloesliche korrosionsschutzmittel
DE3341013 1983-11-12

Publications (2)

Publication Number Publication Date
EP0144738A1 true EP0144738A1 (fr) 1985-06-19
EP0144738B1 EP0144738B1 (fr) 1988-07-06

Family

ID=6214191

Family Applications (1)

Application Number Title Priority Date Filing Date
EP84113211A Expired EP0144738B1 (fr) 1983-11-12 1984-11-02 Mono-dialkylamides d'acides succiniques comme inhibiteurs de corrosion solubles dans l'eau

Country Status (8)

Country Link
US (1) US4705666A (fr)
EP (1) EP0144738B1 (fr)
JP (1) JPS60116791A (fr)
AT (1) ATE35559T1 (fr)
AU (1) AU565084B2 (fr)
CA (1) CA1259630A (fr)
DE (2) DE3341013A1 (fr)
ZA (1) ZA848786B (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0216280A2 (fr) * 1985-09-27 1987-04-01 Hoechst Aktiengesellschaft Utilisation de mono-amides d'acides alcénylsucciniques comme inhibiteurs de corrosion
EP0359048A2 (fr) * 1988-09-03 1990-03-21 Hoechst Aktiengesellschaft Sels d'amidoamines des dérivés de l'acide alkénylsuccinique, leur procédé de préparation et leur utilisation comme inhibiteurs de corrosion
EP0501368A1 (fr) * 1991-02-26 1992-09-02 Hoechst Aktiengesellschaft Utilisation de mi-amides d'acide alkénylsuccinique
EP0584711A1 (fr) * 1992-08-22 1994-03-02 Hoechst Aktiengesellschaft Dérivés d'acide alkényl succinique comme agent auxiliaire du travail des métaux

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3501180A1 (de) * 1985-01-16 1986-07-17 Hoechst Ag, 6230 Frankfurt Salze von alkenylbernsteinsaeurehalbamiden, verfahren zu deren herstellung und deren verwendung als korrosionsinhibitoren
JP5315551B2 (ja) * 2007-01-10 2013-10-16 キレスト株式会社 防錆剤
JP2009001879A (ja) * 2007-06-22 2009-01-08 Sanyo Chem Ind Ltd 銅用防錆防食剤

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3251776A (en) * 1964-04-21 1966-05-17 Socony Mobil Oil Co Inc Rust inhibitors for aqueous solutions
US4289636A (en) * 1979-10-01 1981-09-15 Mobil Oil Corporation Aqueous lubricant compositions
DE3300874A1 (de) * 1983-01-13 1984-07-19 Henkel KGaA, 4000 Düsseldorf Bernsteinsaeurederivate als korrosionsschutzmittel

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2490744A (en) * 1947-02-08 1949-12-06 Socony Vacuum Oil Co Inc Antirust agent
US3525693A (en) * 1964-12-29 1970-08-25 Chevron Res Alkenyl succinic polyglycol ether
US3544467A (en) * 1966-02-07 1970-12-01 Chevron Res Acid-amide pour point depressants
US3427245A (en) * 1966-08-15 1969-02-11 Chevron Res Lubricant additive composed of a mixture of amine salts of monoamides and monoamides of alkenyl succinic acids
US3458444A (en) * 1967-11-17 1969-07-29 Texaco Inc Rust inhibiting composition
US3546151A (en) * 1968-06-10 1970-12-08 Us Navy Water repellent corrosion inhibiting composition
US3762873A (en) * 1971-02-16 1973-10-02 Petrolite Corp Corrosion inhibiting method using substituted succinimides
DE2758123A1 (de) * 1977-12-24 1979-07-05 Basf Ag Korrosionsschutzmittel in waessrigen systemen
US4192769A (en) * 1978-05-12 1980-03-11 The Lubrizol Corporation Rust inhibitor additive compositions, method of making, and aqueous fluids containing the same
IT1098305B (it) * 1978-06-02 1985-09-07 Snam Progetti Antiruggine per sistemi acquosi e composizione lubrificante antiruggine
ES490557A0 (es) * 1979-04-16 1981-04-16 Lubrizol Corp Un procedimiento para la preparacion de un carboxilato amonico soluble en agua.
DE2943963A1 (de) * 1979-10-31 1981-05-14 Basf Ag, 6700 Ludwigshafen Verwendung von alkanolaminsalzen von alkenylbernsteinsaeuren als korrosionsinhibitoren in waessrigen systemen
US4253876A (en) * 1980-02-19 1981-03-03 Petrolite Corporation Corrosion inhibitors
US4473491A (en) * 1981-06-22 1984-09-25 Basf Aktiengesellschaft Alkanolamine salts of cyclic amide acids and their use as metal corrosion inhibitors in aqueous systems
IT1191045B (it) * 1982-10-25 1988-02-24 Aic Approvvigio Ind Chim Additivi anti-corrosione per liquidi acquosi per la lavorazione di metalli e procedimento per la loro preparazione
DE3319183A1 (de) * 1983-05-27 1984-11-29 Hoechst Ag, 6230 Frankfurt Verwendung von alkenylbernsteinsaeurehalbamiden als korrosionsschutzmittel

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3251776A (en) * 1964-04-21 1966-05-17 Socony Mobil Oil Co Inc Rust inhibitors for aqueous solutions
US4289636A (en) * 1979-10-01 1981-09-15 Mobil Oil Corporation Aqueous lubricant compositions
DE3300874A1 (de) * 1983-01-13 1984-07-19 Henkel KGaA, 4000 Düsseldorf Bernsteinsaeurederivate als korrosionsschutzmittel

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, Band 97, Nr. 69. August 1982, Seite 217, Nr. 42468s, COLUMBUS, OHIO, (US). *

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0216280A2 (fr) * 1985-09-27 1987-04-01 Hoechst Aktiengesellschaft Utilisation de mono-amides d'acides alcénylsucciniques comme inhibiteurs de corrosion
EP0216280A3 (en) * 1985-09-27 1987-12-09 Hoechst Aktiengesellschaft Use of alkenylsuccinic monoamides as corrosion inhibitors
EP0359048A2 (fr) * 1988-09-03 1990-03-21 Hoechst Aktiengesellschaft Sels d'amidoamines des dérivés de l'acide alkénylsuccinique, leur procédé de préparation et leur utilisation comme inhibiteurs de corrosion
EP0359048A3 (fr) * 1988-09-03 1991-10-23 Hoechst Aktiengesellschaft Sels d'amidoamines des dérivés de l'acide alkénylsuccinique, leur procédé de préparation et leur utilisation comme inhibiteurs de corrosion
EP0501368A1 (fr) * 1991-02-26 1992-09-02 Hoechst Aktiengesellschaft Utilisation de mi-amides d'acide alkénylsuccinique
EP0584711A1 (fr) * 1992-08-22 1994-03-02 Hoechst Aktiengesellschaft Dérivés d'acide alkényl succinique comme agent auxiliaire du travail des métaux

Also Published As

Publication number Publication date
CA1259630A (fr) 1989-09-19
DE3341013A1 (de) 1985-05-23
EP0144738B1 (fr) 1988-07-06
AU565084B2 (en) 1987-09-03
AU3527684A (en) 1985-05-30
US4705666A (en) 1987-11-10
DE3472576D1 (en) 1988-08-11
ATE35559T1 (de) 1988-07-15
ZA848786B (en) 1985-06-26
JPS60116791A (ja) 1985-06-24

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