EP0224580B1 - Utilisation de 3-amino-5-(w-hydroxyalkyl)-1,2,4-triazoles comme inhibiteurs de corrosion pour metaux lourds non-ferreux dans des systemes aqueux - Google Patents
Utilisation de 3-amino-5-(w-hydroxyalkyl)-1,2,4-triazoles comme inhibiteurs de corrosion pour metaux lourds non-ferreux dans des systemes aqueux Download PDFInfo
- Publication number
- EP0224580B1 EP0224580B1 EP86904121A EP86904121A EP0224580B1 EP 0224580 B1 EP0224580 B1 EP 0224580B1 EP 86904121 A EP86904121 A EP 86904121A EP 86904121 A EP86904121 A EP 86904121A EP 0224580 B1 EP0224580 B1 EP 0224580B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- compounds
- triazoles
- amino
- aqueous systems
- corrosion inhibitors
- 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.)
- Expired
Links
- 238000005260 corrosion Methods 0.000 title claims abstract description 16
- 230000007797 corrosion Effects 0.000 title claims abstract description 15
- 239000003112 inhibitor Substances 0.000 title claims abstract description 9
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 title abstract 2
- 229910001385 heavy metal Inorganic materials 0.000 title abstract 2
- -1 inorganic acid salts Chemical class 0.000 claims abstract description 17
- 150000007524 organic acids Chemical class 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 18
- 229910052751 metal Inorganic materials 0.000 claims description 11
- 239000002184 metal Substances 0.000 claims description 11
- 150000003839 salts Chemical class 0.000 claims description 11
- 150000007522 mineralic acids Chemical class 0.000 claims description 6
- 235000005985 organic acids Nutrition 0.000 claims description 5
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical class OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 4
- 239000000498 cooling water Substances 0.000 claims description 4
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 claims description 2
- 150000003841 chloride salts Chemical class 0.000 claims description 2
- 150000001860 citric acid derivatives Chemical class 0.000 claims description 2
- 239000005068 cooling lubricant Substances 0.000 claims description 2
- 239000008235 industrial water Substances 0.000 claims description 2
- 235000021317 phosphate Nutrition 0.000 claims description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 2
- 150000002739 metals Chemical class 0.000 claims 1
- 239000000463 material Substances 0.000 description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 5
- 229910052802 copper Inorganic materials 0.000 description 5
- 239000010949 copper Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000003852 triazoles Chemical group 0.000 description 3
- 230000004580 weight loss Effects 0.000 description 3
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000012496 blank sample Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- OTXHZHQQWQTQMW-UHFFFAOYSA-N (diaminomethylideneamino)azanium;hydrogen carbonate Chemical compound OC([O-])=O.N[NH2+]C(N)=N OTXHZHQQWQTQMW-UHFFFAOYSA-N 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- CMGDVUCDZOBDNL-UHFFFAOYSA-N 4-methyl-2h-benzotriazole Chemical compound CC1=CC=CC2=NNN=C12 CMGDVUCDZOBDNL-UHFFFAOYSA-N 0.000 description 1
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical class C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 description 1
- 229910001369 Brass Inorganic materials 0.000 description 1
- 229910000906 Bronze Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- HAMNKKUPIHEESI-UHFFFAOYSA-N aminoguanidine Chemical compound NNC(N)=N HAMNKKUPIHEESI-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 239000010951 brass Substances 0.000 description 1
- 239000010974 bronze Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 229910001092 metal group alloy Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 1
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
- C23F11/149—Heterocyclic compounds containing nitrogen as hetero atom
Definitions
- the invention relates to new corrosion inhibitors for non-ferrous metals in aqueous systems.
- Non-ferrous metals for example copper or zinc, or alloys containing them, such as. B. brass or bronze, are preferred because of their relatively high corrosion resistance as materials in the construction of water-carrying systems such as steam generating systems, heating systems, cooling water circuits or other technical systems. These materials are particularly important as condenser tube materials in steam power plants. Despite the relatively good resistance to corrosion, however, it is unavoidable that in the normal state analytically detectable amounts of the high-quality materials, in particular copper, are released into the water flowing through. Traces of copper in particular are deposited on downstream cooling water pipes made of steel or other less noble metals or metal alloys, where they lead to sometimes devastating pitting corrosion.
- DE-OS 29 34 61 discloses the use of 3-amino-5-alkyl-1,2,4-triazoles for corrosion inhibition on non-ferrous metals in aqueous process water systems. Although these compounds have better application properties than the aforementioned corrosion inhibitors and are also relatively easily accessible. However, their impact falls short of the requirements.
- the invention relates to the use of 3-amino-5- (w-hydroxyalkyl) -1,2,4-triazoles of the general formula 1 in which n is an integer in the range from 1 to 12, or their salts of inorganic or organic acids as corrosion inhibitors for non-ferrous metals in aqueous systems.
- the substituent in the 5-position of the triazole ring is therefore preferably 7-hydroxyheptyl, 8-hydroxyoctyl, 9-hydroxynonyl, 10-hydroxydecyl, 11-hydroxyundecyl or 12-hydroxydodecyl.
- the 3-amino-5- (w-hydroxyalkyl) -1,2,4-triazoles used according to the invention are prepared by methods known per se.
- the triazole derivatives can be prepared by reacting a, W -hydroxycarboxylic acids with aminoguanidine or aminoguanidine hydrogen carbonate.
- w-hydroxycarboxylic acids which have a number of C atoms in the range from 4 to 6, the corresponding lactones can also be used for such a reaction.
- the implementation follows, for example, the following reaction scheme:
- salts of compounds of the general formula (I) can also be used for use in anticorrosive agents.
- Salts of both inorganic and organic acids are suitable.
- Preferred salts of inorganic acids are the chlorides, sulfates or phosphates of the compounds of the general formula (I)
- salts of organic acids are the acetates, citrates or glycolates (salts of glycolic acid) of the 1,2,4-triazole derivatives of the general Formula (I) are preferred.
- the compounds mentioned can be used individually or in mixtures with one another in any ratio for use in anti-corrosion agents.
- the compounds of the formula (I) or their salts are dissolved directly in aqueous systems by methods known per se or are added to the respective aqueous systems in the form of aqueous concentrates.
- the amount of the compounds mentioned, which are added to the aqueous systems are in the range from 0.05 to 10 g-m -3 .
- a preferred range is from 0.1 to 5 g-m- 3 .
- the compounds of general formula (I) or their salts of inorganic or organic acids can be used in industrial water, cooling water, lubricants and in cleaners for household and industrial purposes.
- the pH of such aqueous systems is usually in the range from 6 to 10.
- the corrosion protection properties were determined by determining the mass removal in accordance with DIN 50905 / 1-4.
- test water used as a corrosive medium was produced in accordance with DIN 51360/2 and buffered with ammonia / ammonium chloride to a pH of 9.0.
- a stands for the weight loss of the test sample and b for the weight loss of the blank sample.
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)
Abstract
Claims (6)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT86904121T ATE47159T1 (de) | 1985-05-31 | 1986-05-23 | Verwendung von 3-amino-5-(w-hydroxyalkyl)-1,2,4- triazolen als korrosionsinhibitoren fuer buntmetalle in waessrigen systemen. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19853519522 DE3519522A1 (de) | 1985-05-31 | 1985-05-31 | Verwendung von 3-amino-5((omega)-hydroxyalkyl)-1,2,4-triazolen als korrosionsinhibitoren fuer buntmetalle in waessrigen systemen |
DE3519522 | 1985-05-31 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0224580A1 EP0224580A1 (fr) | 1987-06-10 |
EP0224580B1 true EP0224580B1 (fr) | 1989-10-11 |
Family
ID=6272092
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP86904121A Expired EP0224580B1 (fr) | 1985-05-31 | 1986-05-23 | Utilisation de 3-amino-5-(w-hydroxyalkyl)-1,2,4-triazoles comme inhibiteurs de corrosion pour metaux lourds non-ferreux dans des systemes aqueux |
Country Status (6)
Country | Link |
---|---|
US (1) | US4734257A (fr) |
EP (1) | EP0224580B1 (fr) |
JP (1) | JPS62503108A (fr) |
DE (2) | DE3519522A1 (fr) |
ES (1) | ES8708025A1 (fr) |
WO (1) | WO1986007098A1 (fr) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3620025A1 (de) * | 1986-06-13 | 1987-12-17 | Henkel Kgaa | Verwendung von acylierten 3-amino-1,2,4-triazolen als korrosionsinhibitoren fuer buntmetalle |
US4948523A (en) * | 1987-09-30 | 1990-08-14 | Amoco Corporation | Chlorine-free silver protective lubricant composition (I) |
DE19701031C2 (de) * | 1997-01-15 | 1998-12-10 | Henkel Kgaa | Verwendung von 3-Amino-5-alkyl-1,2,4-Triozolen als Silberschutzmittel |
DE19758262A1 (de) * | 1997-12-31 | 1999-07-08 | Henkel Kgaa | Alkylaminotriazolhaltige, granulare Komponente für den Einsatz in Maschinengeschirrspülmitteln (MGSM) und Verfahren zu dessen Herstellung |
US6585933B1 (en) | 1999-05-03 | 2003-07-01 | Betzdearborn, Inc. | Method and composition for inhibiting corrosion in aqueous systems |
DE10118684C1 (de) * | 2001-04-14 | 2003-01-02 | Clariant Gmbh | Korrosionsinhibitor für Badewässer, die Natriumchlorid und Magnesiumsulfat enthalten und dessen Verwendung |
DE10322507A1 (de) * | 2003-05-19 | 2004-12-16 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Korrosionsschutzmittel zum Schutz von Leichtmetallen |
US7883738B2 (en) * | 2007-04-18 | 2011-02-08 | Enthone Inc. | Metallic surface enhancement |
US10017863B2 (en) * | 2007-06-21 | 2018-07-10 | Joseph A. Abys | Corrosion protection of bronzes |
TWI453301B (zh) * | 2007-11-08 | 2014-09-21 | Enthone | 浸鍍銀塗層上的自組分子 |
US7972655B2 (en) * | 2007-11-21 | 2011-07-05 | Enthone Inc. | Anti-tarnish coatings |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3382087A (en) * | 1964-08-20 | 1968-05-07 | Pittsburgh Plate Glass Co | Silver and copper coated articles protected by treatment with aminoazole compounds |
US3553101A (en) * | 1968-05-17 | 1971-01-05 | Exxon Research Engineering Co | Prevention of corrosion using heterocyclic nitrogen compounds |
BE790955A (fr) * | 1971-11-03 | 1973-05-03 | Eastman Kodak Co | Procede, composition et produit pour la photographie par diffusion-transfert de sels d'argent |
US4098720A (en) * | 1973-10-25 | 1978-07-04 | Chemed Corporation | Corrosion inhibition |
DE2934461A1 (de) * | 1979-08-25 | 1981-03-26 | Henkel KGaA, 40589 Düsseldorf | Korrosionsinhibitoren fuer buntmetalle |
GB2094776B (en) * | 1981-03-11 | 1984-05-16 | Dearborn Chemicals Ltd | Prevention of corrosion in aqueous systems |
-
1985
- 1985-05-31 DE DE19853519522 patent/DE3519522A1/de not_active Withdrawn
-
1986
- 1986-05-20 US US06/865,225 patent/US4734257A/en not_active Expired - Fee Related
- 1986-05-23 WO PCT/EP1986/000314 patent/WO1986007098A1/fr active IP Right Grant
- 1986-05-23 DE DE8686904121T patent/DE3666231D1/de not_active Expired
- 1986-05-23 EP EP86904121A patent/EP0224580B1/fr not_active Expired
- 1986-05-23 JP JP61503946A patent/JPS62503108A/ja active Pending
- 1986-05-30 ES ES555544A patent/ES8708025A1/es not_active Expired
Also Published As
Publication number | Publication date |
---|---|
US4734257A (en) | 1988-03-29 |
ES8708025A1 (es) | 1987-09-01 |
ES555544A0 (es) | 1987-09-01 |
WO1986007098A1 (fr) | 1986-12-04 |
EP0224580A1 (fr) | 1987-06-10 |
DE3519522A1 (de) | 1986-12-04 |
JPS62503108A (ja) | 1987-12-10 |
DE3666231D1 (en) | 1989-11-16 |
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