EP1184486A2 - Utilisation de dérivés de N-Alkyl-beta-alanine pour la fabrication des inhibiteurs de corrosion nettoyants - Google Patents

Utilisation de dérivés de N-Alkyl-beta-alanine pour la fabrication des inhibiteurs de corrosion nettoyants Download PDF

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Publication number
EP1184486A2
EP1184486A2 EP01119995A EP01119995A EP1184486A2 EP 1184486 A2 EP1184486 A2 EP 1184486A2 EP 01119995 A EP01119995 A EP 01119995A EP 01119995 A EP01119995 A EP 01119995A EP 1184486 A2 EP1184486 A2 EP 1184486A2
Authority
EP
European Patent Office
Prior art keywords
compounds
general formula
fatty acid
acid
alkyl
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Withdrawn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
EP01119995A
Other languages
German (de)
English (en)
Other versions
EP1184486A3 (fr
Inventor
Michael Dr. Richter
Thorsten Kröller
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.)
Evonik Goldschmidt GmbH
Original Assignee
TH Goldschmidt AG
Goldschmidt GmbH
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 TH Goldschmidt AG, Goldschmidt GmbH filed Critical TH Goldschmidt AG
Publication of EP1184486A2 publication Critical patent/EP1184486A2/fr
Publication of EP1184486A3 publication Critical patent/EP1184486A3/fr
Withdrawn legal-status Critical Current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
    • C23G—CLEANING OR DE-GREASING OF METALLIC MATERIAL BY CHEMICAL METHODS OTHER THAN ELECTROLYSIS
    • C23G1/00—Cleaning or pickling metallic material with solutions or molten salts
    • C23G1/14—Cleaning or pickling metallic material with solutions or molten salts with alkaline solutions
    • C23G1/19—Iron or steel
    • 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
    • C23F11/141—Amines; Quaternary ammonium 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
    • C23F11/141—Amines; Quaternary ammonium compounds
    • C23F11/143—Salts of amines

Definitions

  • the invention relates to the use of N-alkyl-beta-alanine derivatives and their salts as anti-corrosion agents with simultaneous cleaning effect.
  • Corrosion protection agents must be used to prevent the To suppress corrosion.
  • a subsequent one Cleaning step can be worked with an aqueous surfactant solution become. It is usually about multicomponent mixtures of anionic and nonionic surfactants.
  • N-alkyl-beta-alanine derivatives used in accordance with the invention are made by converting fatty amines with acrylic acid in inert solvents under known per se Reaction conditions. Depending on the selected stoichiometry of the educts, the mono- or diaddition products.
  • the technical reaction mixtures are usually without further isolation of the neutralized the respective pure components with a base or adjusted to higher values in the pH value.
  • the fatty amines used are prepared by known processes by reacting fatty acids with NH 3 in the presence of catalysts to give the nitrile and subsequent hydrogenation to give the primary or secondary amine.
  • Fatty acids such as Caprylic acid, capric acid, 2-ethylhexanoic acid, lauric acid, Myristic acid, palmitic acid, palmitoleic acid, isostearic acid, Stearic acid, hydroxystearic acid (ricinoleic acid), Dihydroxystearic acid, oleic acid, linoleic acid, petroselinic acid, Elaidic acid, arachic acid, behenic acid and erucic acid, Gadoleic acid as well as those in the pressure splitting of natural fats and oils from technical mixtures such as oleic acid, Linoleic acid, linolenic acid, and in particular rapeseed oil fatty acid, Soybean oil fatty acid, sunflower oil fatty acid, tall oil fatty acid concomitantly. In principle, all fatty acids are also suitable similar chain distribution.
  • the iodine number is the amount of iodine, which from 100 g Connection for the saturation of the double bonds added becomes.
  • C 8/18 coconut or palm fatty acids Partially hardened C 8/18 coconut or palm fatty acids, rapeseed oil fatty acids, sunflower oil fatty acids, soybean oil fatty acids and tall oil fatty acids, with iodine numbers in the range from approximately 80 to 150 and in particular technical C 8/18 coconut fatty acids are used, where appropriate a selection of cis / trans Isomers such as C 16/18 fatty acid cuts rich in elaidic acid can be advantageous. They are commercially available products and are offered by various companies under their respective trade names.
  • the degreasing / corrosion protection behavior can be adjusted by controlling the ratio of the compounds of the general formulas (I) and (II) used. With increased proportions of the compounds of the general formula (II) in which R d is an optionally branched alkyl radical or alkenyl radical with in particular 8 to 14 carbon atoms, optionally containing double bonds, formulations are obtained which, in addition to having sufficient degreasing capacity, provide excellent corrosion protection.
  • R a , R b and R c (Na, K or the protonated residue of an amine, preferably a mono-, di- or trialkanolamine), such as, for example, monoethanolamine, diethanolamine, in particular triethanolamine, monoisopropanolamine, diisopropanolamine , Methyldiethanolamine, methylethanol isopropanolamine or mixtures thereof.
  • the ratio of Na, K, ammonium to protonated residue an amine can and will fluctuate in wide ranges co-determined by the rest R and the quantitative ratio of Formulas (I) and (II). In any case, it is chosen that the water solubility of the compounds as well as sufficient Cleaning power and corrosion protection guaranteed is.
  • the compounds of the general formulas (I) and / or (II) in amounts of approximately 0.1 to approximately 5% by weight, in particular 0.5 to 3 wt .-% used. All can continue on this Field of usual auxiliaries and additives in the known commonly used concentrations are also used such as emulsifiers, foam regulators, Biocides and antioxidants.
  • Example 1 0.5 mol of a mixture of Octylamine and stearylamine (1: 2) with 1.0 mole of acrylic acid implemented. It was 0.2 mol in the first step Monoethanolamine and in the second step with 0.78 mol Triethanolamine diluted. After distilling off the Isopropanols the product was dissolved in water and with NaOH adjusted to a pH of 10.
  • Example 1 0.5 mol of dodecylamine were used 1.0 mol of acrylic acid reacted. After dilution with 0.08 mol Monoethanolamine and then with 0.9 mol of triethanolamine, The isopropanol was distilled off in water dissolved product adjusted to a pH of 9.0 with KOH.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP01119995A 2000-09-01 2001-08-18 Utilisation de dérivés de N-Alkyl-beta-alanine pour la fabrication des inhibiteurs de corrosion nettoyants Withdrawn EP1184486A3 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10043040A DE10043040A1 (de) 2000-09-01 2000-09-01 Verwendung von N-Alkyl-beta-alanin-Derivaten zur Herstellung von reinigenden Korrosionsschutzmitteln
DE10043040 2000-09-01

Publications (2)

Publication Number Publication Date
EP1184486A2 true EP1184486A2 (fr) 2002-03-06
EP1184486A3 EP1184486A3 (fr) 2004-01-28

Family

ID=7654593

Family Applications (1)

Application Number Title Priority Date Filing Date
EP01119995A Withdrawn EP1184486A3 (fr) 2000-09-01 2001-08-18 Utilisation de dérivés de N-Alkyl-beta-alanine pour la fabrication des inhibiteurs de corrosion nettoyants

Country Status (4)

Country Link
US (1) US6521579B2 (fr)
EP (1) EP1184486A3 (fr)
CA (1) CA2354309A1 (fr)
DE (1) DE10043040A1 (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11261113B2 (en) 2017-08-30 2022-03-01 Ecolab Usa Inc. Molecules having one hydrophobic group and two identical hydrophilic ionic groups and compositions thereof and methods of preparation thereof
CA3110365C (fr) 2018-08-29 2023-05-09 Ecolab Usa Inc. Utilisation de composes ioniques a charges multiples derives de polyamines pour clarification d'eaux usees
US11084974B2 (en) 2018-08-29 2021-08-10 Championx Usa Inc. Use of multiple charged cationic compounds derived from polyamines for clay stabilization in oil and gas operations
CN112601718A (zh) 2018-08-29 2021-04-02 埃科莱布美国股份有限公司 衍生自伯胺或多胺的多电荷阳离子化合物在水系统中控制微生物结垢的用途
US11236040B2 (en) 2018-08-29 2022-02-01 Ecolab Usa Inc. Multiple charged ionic compounds derived from polyamines and compositions thereof and methods of preparation thereof
CN113365498B (zh) 2019-01-29 2022-10-25 埃科莱布美国股份有限公司 阳离子糖基化合物用于在水系统中进行微生物结垢控制的用途
CA3136427C (fr) 2019-04-16 2023-10-24 Ecolab Usa Inc. Utilisation de composes cationiques a charges multiples derives de polyamines et leurs compositions pour lutter contre la corrosion dans un reseau d'alimentation en eau
CN114807948B (zh) * 2022-05-16 2024-03-22 大连民族大学 一种便捷制备含碳点缓蚀剂的酸洗液方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB847321A (en) * 1957-08-30 1960-09-07 Gen Mills Inc Process for the inhibition of corrosion of metallic substances
DE4240697A1 (de) * 1992-12-03 1994-06-09 Basf Ag Verwendung von Iminodiessigsäure-Derivaten als Komplexbildner oder Gerüststoffe in technischen Reinigungsmittelformulierungen für harte Oberflächen aus Metall, Kunststoff, Lack oder Glas
JPH08325770A (ja) * 1995-05-29 1996-12-10 Lion Corp 水溶性洗浄兼防錆剤組成物および防錆洗浄方法
JPH11335880A (ja) * 1998-05-22 1999-12-07 Seven Kagaku:Kk 金属クリーナー及び金属の錆落し方法

Also Published As

Publication number Publication date
US6521579B2 (en) 2003-02-18
CA2354309A1 (fr) 2002-03-01
DE10043040A1 (de) 2002-03-28
US20020104349A1 (en) 2002-08-08
EP1184486A3 (fr) 2004-01-28

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