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 PDFInfo
- 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
- Authority
- 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
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
- 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)
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)
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)
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)
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)
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 |
-
1983
- 1983-11-12 DE DE19833341013 patent/DE3341013A1/de not_active Withdrawn
-
1984
- 1984-10-30 US US06/666,408 patent/US4705666A/en not_active Expired - Fee Related
- 1984-11-02 EP EP84113211A patent/EP0144738B1/fr not_active Expired
- 1984-11-02 AT AT84113211T patent/ATE35559T1/de not_active IP Right Cessation
- 1984-11-02 DE DE8484113211T patent/DE3472576D1/de not_active Expired
- 1984-11-07 CA CA000467248A patent/CA1259630A/fr not_active Expired
- 1984-11-09 ZA ZA848786A patent/ZA848786B/xx unknown
- 1984-11-09 AU AU35276/84A patent/AU565084B2/en not_active Ceased
- 1984-11-12 JP JP59238212A patent/JPS60116791A/ja active Pending
Patent Citations (3)
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)
Title |
---|
CHEMICAL ABSTRACTS, Band 97, Nr. 69. August 1982, Seite 217, Nr. 42468s, COLUMBUS, OHIO, (US). * |
Cited By (6)
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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