EP0262086A2 - Inhibiteur de la corrosion - Google Patents

Inhibiteur de la corrosion Download PDF

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Publication number
EP0262086A2
EP0262086A2 EP87810485A EP87810485A EP0262086A2 EP 0262086 A2 EP0262086 A2 EP 0262086A2 EP 87810485 A EP87810485 A EP 87810485A EP 87810485 A EP87810485 A EP 87810485A EP 0262086 A2 EP0262086 A2 EP 0262086A2
Authority
EP
European Patent Office
Prior art keywords
formula
hydroxyalkyl
corrosion protection
protection agent
agent according
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
EP87810485A
Other languages
German (de)
English (en)
Other versions
EP0262086B1 (fr
EP0262086A3 (en
Inventor
Ulrich Dr. Häring
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.)
Novartis AG
Original Assignee
Ciba Geigy 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 Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of EP0262086A2 publication Critical patent/EP0262086A2/fr
Publication of EP0262086A3 publication Critical patent/EP0262086A3/de
Application granted granted Critical
Publication of EP0262086B1 publication Critical patent/EP0262086B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C23COATING 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
    • C23FNON-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
    • C23F11/00Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10Inhibiting 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
    • C23F11/14Nitrogen-containing compounds
    • CCHEMISTRY; METALLURGY
    • C23COATING 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
    • C23FNON-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
    • C23F11/00Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10Inhibiting 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
    • C23F11/14Nitrogen-containing compounds
    • C23F11/141Amines; Quaternary ammonium compounds
    • C23F11/142Hydroxy amines
    • CCHEMISTRY; METALLURGY
    • C23COATING 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
    • C23FNON-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
    • C23F11/00Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10Inhibiting 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
    • C23F11/14Nitrogen-containing compounds
    • C23F11/149Heterocyclic compounds containing nitrogen as hetero atom

Definitions

  • the present invention relates to an anticorrosive agent composed of an imidazoline, a heterocyclic polyacid, at least one alkanolamine and water, and an aqueous system or an emulsion based on water and oil containing such an anticorrosive agent.
  • Corrosion protection agents dissolved in organic solvents, are mainly used in this area.
  • the disadvantages that occur are technical, e.g. insufficient application of anti-corrosive agents or insufficient adhesion, especially ecological ones, such as the disposal of the solvents used to remove the anti-corrosive agents.
  • Canadian patent specification 1150042 discloses a corrosion-inhibiting composition for ferrous metals which contains an N-acyl sarcosine and an imidazoline as active components, a mineral oil being used as an adhesion promoter. Furthermore, from DE-OS 2304163 imidazoles are known as volatile, water-washable corrosion inhibitors.
  • R2 is C1-C17 alkyl, it is straight-chain or branched alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, straight-chain or branched Pentyl, Hexyl, Heptyl, Octyl, Nonyl, Decyl, Undecyl, Dodecyl, Tridecyl, Tetradecyl, Pentadecyl, Hexadecyl or Heptadecyl.
  • R2 is C2-C17 alkenyl, it is straight-chain or branched alkenyl radicals which contain one or more, but preferably one, double bond, such as, for example, vinyl, allyl, n-butenyl, isopentyl, pentenyl, hexenyl, heptenyl, Octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl or heptadecenyl, but preferably around heptadecenyl.
  • R5 and R6 C1-C6-alkyl it is straight-chain or branched alkyl, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, straight-chain or branched pentyl or hexyl.
  • R1, R4, R5 and R6 represent C1-C6-hydroxyalkyl, so the C1-C6-alkyl can be substituted one or more times by hydroxyl groups, but preferably simply, the substitution being possible in any position, but preferred for simple substitution is terminal.
  • it is hydroxymethyl, 2-hydroxyethyl, 3-hydroxypropyl, 1,3-dihydroxyisopropyl, 2,4-dihydroxybutyl, trihydroxy-tert-butyl, 2,3,4,5-tetrahydroxypentyl or 6-hydroxyhexyl, but preferably around 2-hydroxyethyl.
  • R1 is C1-C6-aminoalkyl
  • the C1-C6-alkyl can be substituted one or more times by amino groups, preferably, however, once, the substitution being possible in any position, with simple substitution, however, is preferably terminal.
  • it is aminomethyl, 2-aminoethyl, 2,3-diaminopropyl, 3-amino-2,2-dimethylpropyl or 6-aminohexyl.
  • R1 C2-C19-carboxyalkyl and R3 C2-C6-carboxyalkyl are simply by -COOH-substituted C1-C18- or C1-C5-alkyl, the substitution in any position is possible, but is preferably terminal such as carboxymethyl, 2-carboxyethyl, 3-carboxypropyl, 4-carboxybutyl or 5-carboxypentyl, and also for R1 6-carboxyhexyl, 7-carboxyheptyl, 8-carboxyoctyl, 9-carboxynonyl, 10-carboxydecyl, 11-carboxyundecyl, 12-carboxydodecyl, 13-carboxytridecyl, 14-carboxytetradecyl, 15-carboxypentadecyl, 16-carboxyhexadecyl, 17-carboxyheptadecyl or 18-
  • R1 and R3 are an amine salt of C2-C19-carboxyalkyl or of C2-C6-carboxyalkyl
  • the amine is preferably an amine with up to 8 C atoms, which can optionally be substituted by -OH, such as for example methylamine, ethylamine, propylamine, butylamine, hexylamine, octylamine, mono-, di- or triethanolamine.
  • R3 is an alkali salt of C2-C6-carboxyalkyl, it is, for example, the sodium, potassium or lithium salt.
  • R3 is an alkaline earth salt of C2-C6 carboxyalkal, it is, for example, the calcium or magnesium salt.
  • R1 in formula I is C1-C3-hydroxyalkyl or C2-C6-aminoalkyl.
  • a corrosion protection agent is particularly preferred, wherein in formula I R 1 is 2-hydroxyethyl.
  • Another embodiment is a corrosion protection agent, wherein in formula I R2 is C11-C17 alkyl or C12-C17 alkenyl.
  • a particularly preferred embodiment is a corrosion protection agent, wherein in formula I R2 is C11 alkyl.
  • R2 in formula I means C17 alkenyl.
  • a corrosion protection agent is further preferred, wherein in formula II R3 is C6-carboxyalkyl.
  • R in formula III means 2-hydroxyethyl
  • R5 in formula III is C1-C6-hydroxyalkyl.
  • R5 in formula III means 2-hydroxyethyl
  • R4 and R5 in formula III are 2-hydroxyethyl.
  • R5 and R6 are C1-C6-hydroxyalkyl.
  • R5 and R6 in formula III are 2-hydroxyethyl.
  • component c) is a mixture of ethanolamine, diethanolamine and triethanolamine.
  • Examples of compounds of the formula II are: 2,4,6-tris- (5 ⁇ -carboxypentylamino) -1,3,5-triazine 2,4,6-tris- (3 ⁇ -carboxypropylamino) -1,3,5-triazine 2,4,6-tris- (2 ⁇ -carboxyethylamino) -1,3,5-triazine 2,4,6-tris (carboxymethylamino) -1,3,5-triazine 2,4,6-tris- (3 ⁇ -carboxybutylamino) -1,3,5-triazine
  • Examples of compounds of the formula III are: Monoethanolamine 3-aminopropanol 2-dimethylaminoethanol 1-dimethylamino-2-propanol 2-dibutylaminoethanol 2-hexylaminobutanol Diethanolamine Triethanolamine or mixtures thereof.
  • the corrosion inhibitor according to the invention can be prepared, for example, by adding a heterocyclic polyacid of the formula II to a mixture of at least one alkanolamine of the formula III and water with stirring at room temperature and then adding an imidazoline of the formula I, likewise with stirring at room temperature.
  • the anti-corrosion agent according to the invention is of liquid nature. Depending on the ratio of a: b: c: d, however, its viscosity changes.
  • the ratio of b: c: d is advantageously chosen so that the mixture of the three components in question is liquid.
  • the ratio of b: c: d is preferably 1: 2: 1.
  • the corrosion protection agent according to the invention is extremely suitable as a temporary corrosion protection agent for iron and steel fittings, such as Body panels, and is made using ecologically sound methods such as easy to remove by washing with water.
  • the anti-corrosion agent according to the invention is preferably used as a working solution in aqueous systems or in water / oil emulsions.
  • the present invention also relates to a composition
  • a composition comprising an aqueous system or a water / oil emulsion and a corrosion inhibitor comprising a) an imidazoline of the formula I, b) a heterocyclic polyacid of the formula II, c) at least one alkanolamine of the formula III and d ) Water.
  • This composition can also be called a working solution.
  • aqueous systems are water itself and mixtures of alcohols, especially polyhydric alcohols, e.g. Ethylene glycol, diethylene glycol, polyethylene glycol, propylene glycol and / or mixed glycols, with water.
  • polyhydric alcohols e.g. Ethylene glycol, diethylene glycol, polyethylene glycol, propylene glycol and / or mixed glycols, with water.
  • oil component in water / oil emulsions examples include mineral oils such as paraffin oils, synthetic lubricants such as synthetic hydrocarbons or mixtures of such lubricants or mineral oils.
  • the working solution can be prepared by diluting the corrosion protection agent according to the invention with the aqueous system or the water / oil emulsion.
  • compositions according to the invention namely the aqueous systems or water / oil emulsions (working solutions) preferably contain 0.02-5% by weight of an imidazoline of the formula I, 0.02-5% by weight of a heterocyclic polyacid of the formula II and 0 , 1-15% by weight of at least one alkanolamine of the formula III, but in particular 0.1-2% by weight of an imidazoline of the formula I, 0.1-2% by weight of a heterocyclic polyacid of the formula II and 0.5-10 % By weight of at least one alkanolamine of the formula III, based on the aqueous system or the water / oil emulsion.
  • the aqueous systems or water / oil emulsions can also contain further additives, such as, for example, emulsifiers, metal passivators, rust inhibitors and / or biocides.
  • Salts of sulfonic acids, salts of carboxylic acids, salts of acylated amidocarboxylic acids and salts of phosphoric acid esters are included in the sulfonic acids, salts of carboxylic acids, salts of acylated amidocarboxylic acids and salts of phosphoric acid esters.
  • Polyglycol ethers of alcohols phenols such as e.g. Nonylphenol, fatty acids such as e.g. Castor oil, fatty amines, fatty acid amides and fatty acid esters of polyhydric alcohols such as Sorbitol oleic acid ester.
  • Non-ferrous metals such as Non-ferrous metals, e.g. triazole, benzotriazole and their derivatives, 2-mercaptobenzothiazole, 2,5-dimercaptothiadiazole, salicylidene-propylenediamine, salts of salicylaminoguanidine.
  • Non-ferrous metals e.g. triazole, benzotriazole and their derivatives, 2-mercaptobenzothiazole, 2,5-dimercaptothiadiazole, salicylidene-propylenediamine, salts of salicylaminoguanidine.
  • Example 1 With stirring at room temperature to a mixture of 8 parts of triethanolamine and 4 parts of water, 4 parts of 2,4,6-tris (5 ⁇ carboxypentylamino) -s-triazine and 1 part of 2- (8-heptadecenyl) -4.5 -dihydro-1- (2-hydroxyethyl) imidazole added and stirred until a clear amber liquid has formed.
  • Density at 23 ° C 1.15 g / cm3
  • the working solution is obtained by diluting 3.2 parts of the above concentrate with 96.8 parts of distilled water.
  • Examples 2-5 While stirring, 1 part of 2,4,6-tris (5ox-carboxypentylamino) -s-triazine is added to a mixture of 2 parts of triethanolamine and 1 part of water at room temperature and stirred until a clear liquid A has formed.
  • the finished working solution is obtained by stirring at room temperature from x parts of liquid A and y parts of component a 1 (100-xy) parts of distilled water.
  • Examples 6 and 7 x parts of the liquid A obtained according to Examples 2-5 and y parts of components a 1 and a 2 are stirred at room temperature into (100-xy) parts of a mixture consisting of 9 parts water and 1 part propylene glycol.
  • Example 8 Testing of anti-corrosion agents for corrosion-preventing properties according to DIN 51359.
  • the method according to this standard is used to determine the corrosion-preventing properties of the anti-corrosion agents on sheet steel in a condensation water constant climate at 50 ° C with continuous air supply.
  • 3 steel sheets made of steel are prepared according to the American specification QQ-S-698 Grade 1009 of dimension 100x50x3 mm as follows.
  • the corrosion protection agent adhering to the steel sheets is washed off with white spirit (DIN 51632) and the steel sheets are carefully checked for scars, scuffs or rust. Sheets that are not perfect are rejected. After removing the anti-corrosion agent, the steel sheets may no longer be touched by hand.
  • the edges and surfaces of the steel sheets are then sanded with abrasive cloth (normal corundum with P 240 grit). With cotton wool dipped in white spirit, the dust from grinding is removed until the cotton wool remains clean.
  • abrasive cloth normal corundum with P 240 grit.
  • the steel sheets are then cut individually Put in white spirit at about 65 ° C for 5 minutes and then swirled in boiling propanol (2) for 10 seconds. The dry steel sheets must be kept in the desiccator and used for the test on the same day.
  • the humidity chamber is set to an air flow rate of 875 1 / h ⁇ 25 1 / h, to an air temperature of (50 ⁇ 1) ° C and a relative humidity of 100%.
  • the sample of a working solution of the corrosion protection agent to be tested should be at room temperature for the dipping process.
  • the prepared steel sheets are removed from the desiccator with tweezers and individually immersed completely in the sample for 10 seconds with a hook, pulled out and, after a draining time of 10 seconds, immersed again in the sample with gentle swirling for 1 minute.
  • the steel sheet is then suspended in a non-corrosive atmosphere at room temperature for about 2 hours, so that excess corrosion protection agent drips off and a uniform, coherent film forms from the sample on the test surface of the steel sheet to be assessed.
  • the steel sheets treated in this way are introduced into the moisture chamber. The steel sheets are checked for signs of corrosion every 24 hours.
  • the steel sheets taken out of the moisture chamber are rinsed off with a mixture of white spirit and pure toluene and the test surface is checked for signs of corrosion under the 100 W daylight lamp within 10 minutes.
  • the degree of corrosion is determined for each test area of the steel sheets, whereby gray discoloration as well as signs of corrosion outside the test area are not taken into account. The assessment follows the following scheme:

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  • 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)
EP87810485A 1986-09-02 1987-08-27 Inhibiteur de la corrosion Expired - Lifetime EP0262086B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH3514/86 1986-09-02
CH351486 1986-09-02

Publications (3)

Publication Number Publication Date
EP0262086A2 true EP0262086A2 (fr) 1988-03-30
EP0262086A3 EP0262086A3 (en) 1989-03-15
EP0262086B1 EP0262086B1 (fr) 1992-01-02

Family

ID=4257628

Family Applications (1)

Application Number Title Priority Date Filing Date
EP87810485A Expired - Lifetime EP0262086B1 (fr) 1986-09-02 1987-08-27 Inhibiteur de la corrosion

Country Status (7)

Country Link
US (1) US4877552A (fr)
EP (1) EP0262086B1 (fr)
JP (1) JPS6386881A (fr)
BR (1) BR8704496A (fr)
CA (1) CA1300868C (fr)
DE (1) DE3775685D1 (fr)
ES (1) ES2038208T3 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993009670A1 (fr) * 1991-11-19 1993-05-27 Cg-Chemie Gmbh Utilisation de derives de l'acide 1,3,5-triazine-2,4,6-tris-alkylaminocarboxylique comme biocides
WO1993010105A1 (fr) * 1991-11-19 1993-05-27 Cg-Chemie Gmbh Aminoesters de l'acide 1,3,5-triazine-2,4,6-tris-alkylaminocarboxylique, biocides les renfermant et leur procede de fabrication
RU2375498C1 (ru) * 2008-06-26 2009-12-10 Открытое акционерное общество "Научно-исследовательский и проектный институт по переработке газа" ОАО "НИПИгазпереработка" Способ защиты от коррозии
WO2014005861A1 (fr) * 2012-07-03 2014-01-09 Basf Se Dérivés de 1,3,5-triazine en tant qu'inhibiteurs de corrosions destinés à des surfaces métalliques

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5149382A (en) * 1989-10-25 1992-09-22 Ppg Industries, Inc. Method of pretreating metal by means of composition containing S-triazine compound
US5393464A (en) * 1993-11-02 1995-02-28 Martin; Richard L. Biodegradable corrosion inhibitors of low toxicity
US5665688A (en) * 1996-01-23 1997-09-09 Olin Microelectronics Chemicals, Inc. Photoresist stripping composition
WO2008088632A2 (fr) * 2007-01-12 2008-07-24 Angus Chemical Company Compositions d'un aminoalcool et d'un biocide pour systèmes à base aqueuse
CN101917847A (zh) * 2007-12-20 2010-12-15 陶氏环球技术公司 含烃组合物中改善的腐蚀和微生物控制
MX2010012453A (es) * 2008-05-15 2010-12-07 Angus Chemical Composiciones de aminoalcohol y biocida para sistemas basados en agua.
MX2010012447A (es) * 2008-05-15 2010-12-20 Angus Chemical Control microbiano y corrosion mejorados en composiciones hidrocarbonaceas.
CN102659701A (zh) * 2012-04-14 2012-09-12 修建东 一种含氮杂环氨基己酸的合成
US8919388B2 (en) 2013-01-18 2014-12-30 International Business Machines Corporation Implementing pre-treatment of water cooling hoses to increase reliability
US9534300B2 (en) * 2014-06-04 2017-01-03 Ecolab Usa Inc. Water soluble substituted imidazolines as corrosion inhibitors for ferrous metals
CN105734581B (zh) * 2016-03-04 2018-06-22 北京斯伯乐科学技术研究院 乙烯装置压缩机高效缓蚀剂制备及其使用方法

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2468163A (en) * 1948-01-10 1949-04-26 Petrolite Corp Processes for preventing corrosion and corrosion inhibitors
US2889193A (en) * 1956-11-14 1959-06-02 Dearborn Chemicals Co Filming type corrosion inhibitor for steam and condensate lines
US3625859A (en) * 1968-08-06 1971-12-07 San Abbott Ltd Corrosion inhibiting composition
CA1150042A (fr) * 1980-04-18 1983-07-19 Jean Laliberte Preparation antirouille
EP0041039A1 (fr) * 1980-05-08 1981-12-02 Ciba-Geigy Ag Utilisation de sels ou d'esters partiels d'acides aminotriazine-carboxyliques comme inhibiteurs de corrosion pour métaux dans des systèmes aqueux
US4402907A (en) * 1980-08-13 1983-09-06 Ciba-Geigy Corporation Triazine carboxylic acids as corrosion inhibitors for aqueous systems
DE3232921A1 (de) * 1982-09-04 1984-03-08 Basf Ag, 6700 Ludwigshafen Inhibitoren gegen die korrosion von co(pfeil abwaerts)2(pfeil abwaerts) und h(pfeil abwaerts)2(pfeil abwaerts)s in wasser-in-oel-emulsionen

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993009670A1 (fr) * 1991-11-19 1993-05-27 Cg-Chemie Gmbh Utilisation de derives de l'acide 1,3,5-triazine-2,4,6-tris-alkylaminocarboxylique comme biocides
WO1993010105A1 (fr) * 1991-11-19 1993-05-27 Cg-Chemie Gmbh Aminoesters de l'acide 1,3,5-triazine-2,4,6-tris-alkylaminocarboxylique, biocides les renfermant et leur procede de fabrication
AU665212B2 (en) * 1991-11-19 1995-12-21 Cg-Chemie Gmbh 1,3,5-triazine-2,4,6-tris-alkylaminocarboxylic acid aminoesters, biocidal agents containing such esters, and methods of preparing them
US5534624A (en) * 1991-11-19 1996-07-09 Cg-Chemie Gmbh 1,3,5-triazine-2,4,6-tris-alkylaminocarboxylic acid amino esters, biocidal agents containing such esters, and methods of preparing them
US5776934A (en) * 1991-11-19 1998-07-07 Cg-Chemie Gmbh Use of 1,3,5-triazine-2,4,6-tris-alkylaminocarboxylic acid derivatives as biocidal agents in aqueous systems and cooling lubricants comprising these
RU2375498C1 (ru) * 2008-06-26 2009-12-10 Открытое акционерное общество "Научно-исследовательский и проектный институт по переработке газа" ОАО "НИПИгазпереработка" Способ защиты от коррозии
WO2014005861A1 (fr) * 2012-07-03 2014-01-09 Basf Se Dérivés de 1,3,5-triazine en tant qu'inhibiteurs de corrosions destinés à des surfaces métalliques

Also Published As

Publication number Publication date
EP0262086B1 (fr) 1992-01-02
CA1300868C (fr) 1992-05-19
JPS6386881A (ja) 1988-04-18
DE3775685D1 (de) 1992-02-13
US4877552A (en) 1989-10-31
BR8704496A (pt) 1988-04-19
EP0262086A3 (en) 1989-03-15
ES2038208T3 (es) 1993-07-16

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