EP0226016A1 - Verfahren zur Inhibierung der wasserstoffinduzierten Korrosion von metallischen Werkstoffen - Google Patents

Verfahren zur Inhibierung der wasserstoffinduzierten Korrosion von metallischen Werkstoffen Download PDF

Info

Publication number
EP0226016A1
EP0226016A1 EP86115244A EP86115244A EP0226016A1 EP 0226016 A1 EP0226016 A1 EP 0226016A1 EP 86115244 A EP86115244 A EP 86115244A EP 86115244 A EP86115244 A EP 86115244A EP 0226016 A1 EP0226016 A1 EP 0226016A1
Authority
EP
European Patent Office
Prior art keywords
benzimidazole
araliphatic
cycloaliphatic
aminopentyl
optionally substituted
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.)
Withdrawn
Application number
EP86115244A
Other languages
German (de)
English (en)
French (fr)
Inventor
Artur Dr. Botta
Dieter Dipl.-Ing. Kuron
Günter Prof. Dr. Schmitt
Horst Dipl.-Chem. Schwevers
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.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Publication of EP0226016A1 publication Critical patent/EP0226016A1/de
Withdrawn legal-status Critical Current

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
    • C23F11/16—Sulfur-containing compounds
    • 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
    • C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom

Definitions

  • the present invention relates to a method for inhibiting the hydrogen-induced corrosion of metallic materials in promoter-containing water, methanol or mixtures thereof.
  • corrosion inhibitors are therefore added to the mineral acids such as sulfuric acid or hydrochloric acid.
  • Such inhibited acids are used in particular in the metalworking industry for cleaning, pickling, descaling and derusting metallic surfaces.
  • they are often used in natural gas and oil production technology in the so-called “acidification" of the borehole, in which pores and flow channels blocked by acid flushing are to be opened in gasate or petroleum-containing carbonate-containing formations in order to improve the production rate and increase the deposit yield.
  • DE-PS 22 35 093 anticorrosive agent for aqueous solutions and for antifreeze agents based on glycols, triols and their aqueous solutions containing imidazole or thiazole derivatives, preferably benzimidazole or benzothiazole derivatives.
  • the hydrogen-induced corrosion of steels plays a special role, for example, where methanol is used to remove acidic gases such as H2S and CO2 from gas mixtures in technical processes [W. Herbert, Petroleum and Coal 9 (1956) (2) 77; F. Asinger, the petrochemical industry, vol. 1, p. 143, Akademie-Verlag, Berlin 1971].
  • methanol such as in the production and transportation of natural gas, is used as an aid to prevent blockages due to gas hydrate formation.
  • a method for inhibiting the hydrogen-induced corrosion of metallic materials in promoter-containing water, methanol or their mixtures which is characterized in that the promoter-containing water, methanol or their mixtures are 2- ( ⁇ -aminoalkyl) 1,3-heterocycles of the formula wherein A is a divalent chain of 2 or 3 carbon atoms, which can also be part of a bivalent, optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical, B for a simple bond or the group and / or arylene residues, X for oxygen, sulfur or the group stands, R1, R2, R3 and R4 are the same or different and represent hydrogen, the nitro group, an optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical, R5, R6, R7 and R8 are the same or different and represent hydrogen or an optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical and n and
  • heterocycles of the formula in the X for oxygen, sulfur or for the group stands, R5, R6, R8, R9 and R10 are the same or different and represent hydrogen or an optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical and (n + m) means a number between 0 and 15, or the formula wherein R5, R6 and R8 have the meaning given above, D is a divalent chain of 2 or 3 carbon atoms, which can be substituted with lower alkyl radicals (C1 to C4), and (n + m) has the meaning given above, used.
  • R5, R6, R8, R9 and R10 are the same or different and represent hydrogen or an optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical and (n + m) means a number between 0 and 15, used.
  • Suitable aliphatic radicals are straight-chain or branched, optionally substituted aliphatic radicals having up to 18, preferably 12, in particular 6, carbon atoms, where in the case of radical A they must have at least 2 carbon atoms.
  • Suitable cycloaliphatic radicals are those having 4 to 12 carbon atoms, which can also be substituted, in particular the cyclopentyl and cyclohexyl radicals.
  • Suitable araliphatic radicals are those having 7 to 15 carbon atoms, preferably those having up to 5 carbon atoms in the aliphatic and 6 or 10 carbon atoms in the aromatic part, which can also be substituted, in particular the benzyl, phenylpropyl and Phenylbutyl residue.
  • Aromatic radicals are those having 6 to 14 carbon atoms, which can also be substituted, in particular the phenyl and the naphthyl radical.
  • Phenylene which can also be substituted, may be mentioned as the arylene radical (B).
  • Halogen preferably chlorine, the nitro group, the amino group, which can also be mono- or di-substituted by lower alkyl radicals, the hydroxyl group, alkoxy and aryloxy groups, alkylmercapto and arylmercapto groups, alkyl and arylsulfonyl groups, the alkyl - And aryl radicals of the abovementioned groups have the abovementioned scope and in particular mean C1-C4-alkyl and phenyl, toluyl or benzyl.
  • the inhibitors can be added to the promoter-containing water, methanol or mixtures thereof in amounts of approximately 0.00001 to 0.1, preferably 0.001 to 0.05 mol / l.
  • the inhibitors can be added to the corrosive medium both as pure substances or as dissolved in a suitable solvent, such as methanol, water and / or acetone. They can be used individually or in a mixture with one another or in mixtures with other customary corrosion inhibitors and / or customary additives, such as surface-active agents.
  • inhibitors to be used according to the invention can be prepared, for example, by the process described in DE-PS 23 21 054.
  • Hydrogen-induced corrosion is promoted by all substances that promote the penetration of atomic hydrogen into the metallic material.
  • promoters that may be mentioned are: hydrogen sulfide, carbon monoxide and rhodanide and cyanide ions, preferably hydrogen sulfide.
  • unalloyed and low-alloyed steels (DIN 17 100, 17 200, 17 155 and SEP 089), light metals such as aluminum and magnesium, and all hydride-forming metals such as titanium, zirconium, niobium and tantalum.
  • Unalloyed and low-alloyed steels may be mentioned as metallic materials.
  • the invention further relates to an agent for inhibiting the hydrogen-induced corrosion of metallic materials in promoter-containing water, methanol or mixtures thereof, containing 2- ( ⁇ -aminoalkyl) -1,3-heterocycles of the formula wherein A is a divalent chain of 2 or 3 carbon atoms, which can also be part of a bivalent, optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical, B for a simple bond or the group and / or arylene residues, X for oxygen, sulfur or the group stands, R1, R2, R3 and R4 are the same or different and represent hydrogen, the nitro group, an optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical, R5, R6, R7 and R8 are the same or different and represent hydrogen or an optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic radical and n and m are the same or different and represent an integer from 0
  • the compounds to be used according to the invention are able to significantly inhibit the hydrogen-induced corrosion of, for example, steel in promoter-containing methanol, since, as can be seen from the comparison table, others Inhibitors of abrasive corrosion which are customary in the art do not show a sufficient effect.

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)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Cleaning And De-Greasing Of Metallic Materials By Chemical Methods (AREA)
EP86115244A 1985-11-14 1986-11-04 Verfahren zur Inhibierung der wasserstoffinduzierten Korrosion von metallischen Werkstoffen Withdrawn EP0226016A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3540376 1985-11-14
DE19853540376 DE3540376A1 (de) 1985-11-14 1985-11-14 Verfahren zur inhibierung der wasserstoffinduzierten korrosion von metallischen werkstoffen

Publications (1)

Publication Number Publication Date
EP0226016A1 true EP0226016A1 (de) 1987-06-24

Family

ID=6285958

Family Applications (1)

Application Number Title Priority Date Filing Date
EP86115244A Withdrawn EP0226016A1 (de) 1985-11-14 1986-11-04 Verfahren zur Inhibierung der wasserstoffinduzierten Korrosion von metallischen Werkstoffen

Country Status (6)

Country Link
EP (1) EP0226016A1 (da)
JP (1) JPS62120484A (da)
DE (1) DE3540376A1 (da)
DK (1) DK543286A (da)
FI (1) FI864604A7 (da)
NO (1) NO864342L (da)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0428260A3 (en) * 1989-10-03 1991-09-18 Sanwa Laboratory Ltd. Metal surface treatment agents
CN107311931A (zh) * 2017-07-04 2017-11-03 华东交通大学 水溶性脂肪酸咪唑啉及其制备方法和应用
CN107593764A (zh) * 2017-10-13 2018-01-19 中国民用航空局民用航空医学中心 一种消毒液及其用途
US10202694B2 (en) 2015-05-28 2019-02-12 Ecolab Usa Inc. 2-substituted imidazole and benzimidazole corrosion inhibitors
US10519116B2 (en) 2015-05-28 2019-12-31 Ecolab Usa Inc. Water-soluble pyrazole derivatives as corrosion inhibitors
US10669637B2 (en) 2015-05-28 2020-06-02 Ecolab Usa Inc. Purine-based corrosion inhibitors
CN118955398A (zh) * 2024-07-30 2024-11-15 天津新翔油气技术有限公司 一种苯并咪唑衍生物缓蚀剂及其制备方法

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW217426B (da) * 1992-01-08 1993-12-11 Mekku Kk
FR2719587B1 (fr) * 1994-05-03 1996-07-12 Roussel Uclaf Nouveaux dérivés de l'érythromycine, leur procédé de préparation et leur application comme médicaments.

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0003817A1 (de) * 1978-02-23 1979-09-05 Henkel Kommanditgesellschaft auf Aktien Korrosionsschutzüberzugsmittel
US4514320A (en) * 1980-10-27 1985-04-30 Petrolite Corporation Halide free corrosion inhibitors
GB2157670A (en) * 1984-04-18 1985-10-30 Dearborn Chemicals Co Composition and method for deoxygenation of aqueous systems

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0003817A1 (de) * 1978-02-23 1979-09-05 Henkel Kommanditgesellschaft auf Aktien Korrosionsschutzüberzugsmittel
US4514320A (en) * 1980-10-27 1985-04-30 Petrolite Corporation Halide free corrosion inhibitors
GB2157670A (en) * 1984-04-18 1985-10-30 Dearborn Chemicals Co Composition and method for deoxygenation of aqueous systems

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN, unexamined applications, C Feld, Vol. 5, Nr. 160, 15. Oktober 1981 THE PATENT OFFICE JAPANESE GOVERNMENT page 110 C 75, & JP-A-56 090 982 ( SHIN NIPPON SEITETSU K.K. ) *

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0428260A3 (en) * 1989-10-03 1991-09-18 Sanwa Laboratory Ltd. Metal surface treatment agents
US10202694B2 (en) 2015-05-28 2019-02-12 Ecolab Usa Inc. 2-substituted imidazole and benzimidazole corrosion inhibitors
US10519116B2 (en) 2015-05-28 2019-12-31 Ecolab Usa Inc. Water-soluble pyrazole derivatives as corrosion inhibitors
US10669637B2 (en) 2015-05-28 2020-06-02 Ecolab Usa Inc. Purine-based corrosion inhibitors
US11306400B2 (en) 2015-05-28 2022-04-19 Ecolab Usa Inc. 2-substituted imidazole and benzimidazole corrosion inhibitors
CN107311931A (zh) * 2017-07-04 2017-11-03 华东交通大学 水溶性脂肪酸咪唑啉及其制备方法和应用
CN107593764A (zh) * 2017-10-13 2018-01-19 中国民用航空局民用航空医学中心 一种消毒液及其用途
CN118955398A (zh) * 2024-07-30 2024-11-15 天津新翔油气技术有限公司 一种苯并咪唑衍生物缓蚀剂及其制备方法

Also Published As

Publication number Publication date
DE3540376A1 (de) 1987-05-21
DK543286A (da) 1987-05-15
FI864604A7 (fi) 1987-05-15
JPS62120484A (ja) 1987-06-01
FI864604A0 (fi) 1986-11-12
DK543286D0 (da) 1986-11-13
NO864342D0 (no) 1986-10-30
NO864342L (no) 1987-05-15

Similar Documents

Publication Publication Date Title
DE2235093C2 (de) Korrosionsschutzmittel
US4784779A (en) Corrosion inhibitors for clear, calcium-free high density fluids
DE69300390T2 (de) Korrosioninhibitoren für Wärmeübertragungsflüssigkeiten.
KR100671727B1 (ko) 기능성 유체 조성물
EP0226016A1 (de) Verfahren zur Inhibierung der wasserstoffinduzierten Korrosion von metallischen Werkstoffen
EP0557761B1 (de) Hartwasserstabile, phosphathaltige Kühlstoffmischungen
DE69101470T2 (de) Verfahren zur Korrosionsinhibierung von Kupfer und Kupferlegierung mit Alkylbenzotriazol enthaltenden Zusammensetzungen.
US5435941A (en) Tobacco extract composition and method
US3645896A (en) Film forming hydrazine-containing corrosion inhibitor
EP0262086B1 (de) Korrosionsschutzmittel
DE3001882A1 (de) Korrosionsinhibitor, seine herstellung und verwendung
DE69815418T2 (de) Gefrier-/Kühlmittelzusammensetzung
DE69304783T2 (de) Rostschutzmittel
DE3519522A1 (de) Verwendung von 3-amino-5((omega)-hydroxyalkyl)-1,2,4-triazolen als korrosionsinhibitoren fuer buntmetalle in waessrigen systemen
EP1098949A1 (de) Gefrierschutzmittelkonzentrate und diese enthaltende kühlmittelzusammensetzungen für kühlkreisläufe in verbrennungsmotoren
EP0218798A2 (de) Verfahren und Zusammensetzung zur Verhinderung von Korrosionen und Steinbildungen in Brauchwassersystemen
DE1696123A1 (de) Verfahren zur Verhuettung der Korrosion und Versproedung von metallischen Betriebsanlagen bei der Foerderung saurer Fluessigkeiten
DE1949339A1 (de) Korrosionsschutz
DE2224339C3 (de) Korrosionsschutzmittel auf der Basis von Isoperthiocyansäurederivaten
EP4130207B1 (de) Additivmischung für turbinenöle
Rehan 2‐Aminothiazole derivatives as Adsorption Inhibitors for corrosion of commercial copper and brass in acid solutions
EP1888815B1 (en) Organic compound and process for inhibiting corrosion on metallic surfaces
Anoshchenko et al. The effect of copper and ferric sulfates on the corrosion and electrochemical behaviour of titanium in 47N phosphoric acid
DE659485C (de) Die Verwendung eines Stahles oder Gusseisens zur Herstellung von Gegenstaenden mit verringerter Rostneigung in Wasser, Seewasser oder feuchtem Erdreich
DE3815884A1 (de) Mischungen aus alkanolaminsalzen von alkenylbernsteinsaeuren und arylsulfonylanthranilsaeuren zur verwendung als korrosionsschutzmittel fuer waessrige systeme

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 19861104

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): DE GB NL SE

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN WITHDRAWN

18W Application withdrawn

Withdrawal date: 19880524

RIN1 Information on inventor provided before grant (corrected)

Inventor name: SCHMITT, GUENTER, PROF. DR.

Inventor name: BOTTA, ARTUR, DR.

Inventor name: KURON, DIETER, DIPL.-ING.

Inventor name: SCHWEVERS, HORST, DIPL.-CHEM.