EP0224580A1 - Utilization of 3-amino-5-(w-hydroxyalkyl)-1,2,4-triazoles as corrosion inhibitors for non-ferrous heavy metals in aqueous systems. - Google Patents

Utilization of 3-amino-5-(w-hydroxyalkyl)-1,2,4-triazoles as corrosion inhibitors for non-ferrous heavy metals in aqueous systems.

Info

Publication number
EP0224580A1
EP0224580A1 EP86904121A EP86904121A EP0224580A1 EP 0224580 A1 EP0224580 A1 EP 0224580A1 EP 86904121 A EP86904121 A EP 86904121A EP 86904121 A EP86904121 A EP 86904121A EP 0224580 A1 EP0224580 A1 EP 0224580A1
Authority
EP
European Patent Office
Prior art keywords
amino
triazoles
aqueous systems
hydroxyalkyl
salts
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
EP86904121A
Other languages
German (de)
French (fr)
Other versions
EP0224580B1 (en
Inventor
Josef Penninger
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.)
Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to AT86904121T priority Critical patent/ATE47159T1/en
Publication of EP0224580A1 publication Critical patent/EP0224580A1/en
Application granted granted Critical
Publication of EP0224580B1 publication Critical patent/EP0224580B1/en
Expired 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
    • C23F11/149Heterocyclic compounds containing nitrogen as hetero atom

Definitions

  • the invention relates to new corrosion inhibitors for non-ferrous metals in aqueous systems.
  • Non-ferrous metals e.g. copper or zinc, or alloys containing them, e.g. Because of their relatively high resistance to corrosion, brass or bronze are preferably used 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 a condenser tube material in steam power plants. Despite the relatively good resistance to corrosion, it cannot be avoided, however, that in the normal state analytically detectable amounts of the high-quality materials, in particular copper, are released into the water flowing through. In particular, traces of copper are deposited on downstream cooling water pipes made of steel or other less noble metals or metal alloys, where they lead to 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.
  • Salts lead to a high corrosion protection effect on non-ferrous metals in aqueous systems and also have otherwise excellent application properties.
  • the invention relates to the use of 3-.Amino-5-
  • n denotes 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.
  • ERS A TZBLA ⁇ T those compounds of the general formula (I) are suitable in which the alkyl radical in the 5-position of the triazole ring has 7 to 12 carbon atoms.
  • the substituent in the 5-position of the triazole ring is preferably 7-hydroxyheptyl, 8-hydroxy-octyl, 9-hydroxynonyl, 10-hydroxydecyl, 11-hydroxy-undecyl or 12-hydroxydodecyl.
  • the 3-amino-5- (co-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 G, -hydroxycarboxylic acids with aminoguanidine or aminoguanidine hydrogen carbonate.
  • C *> - 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 takes place, for example, according to the following reaction scheme:
  • salts of compounds of the general formula (I) can also be used for the use in corrosion protection agents. Salts of both inorganic and organic acids are suitable. Chlorides, sulfates or phosphates of the compounds of the general formula (I) are preferred as salts of inorganic acids, while acetates, citrates or glycolates (salts of glycolic acid) of 1,2,4 are preferred as salts of organic acids 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 corrosion protection agents.
  • the compounds of the formula (I) or their salts are dissolved directly in aqueous systems by methods known per se or mixed in the form of aqueous concentrates with the respective aqueous systems.
  • the amount of the compounds mentioned, which are added to the aqueous systems are in the range from 0.05 to 10 g. m " .
  • a preferred range is
  • the compounds of the 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.
  • test water used as a corrosive medium was produced in accordance with DIN 51360/2 and buffered to a pH of 9.0 with ammonia / ammonium chloride.
  • the corrosion protection value S was calculated from the weight loss using the following equation:
  • a stands for the weight loss of the test sample and b for the weight loss of the blind sample.

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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)

Abstract

Des 3-amino-5-(omega-hydroxyalkyl)-1,2,4-triazoles de formule générale (I) où n représente un nombre entre 1 et 12, ou leurs sels d'acides inorganiques ou organiques sont utilisés comme inhibiteurs de corrosion pour métaux lourds non-ferreux dans des systèmes aqueux.3-amino-5- (omega-hydroxyalkyl) -1,2,4-triazoles of general formula (I) where n represents a number between 1 and 12, or their salts of inorganic or organic acids are used as inhibitors of corrosion for heavy non-ferrous metals in aqueous systems.

Description

Verwendung von use of
3-Amino-5-(a-hydroxyal yl)-1,2-,4-triazolen als3-Amino-5- (a-hydroxyal yl) -1,2-, 4-triazoles as
Korrσsionsinhibitoren für Buntmetalle in wässrigen SystemenCorrosion inhibitors for non-ferrous metals in aqueous systems
Gegenstand der Erfindung sind neue Korrosionsinhibi- toren für Buntmetalle in wässrigen Systemen.The invention relates to new corrosion inhibitors for non-ferrous metals in aqueous systems.
Buntmetalle, beispielsweise Kupfer oder Zink, oder sie enthaltende Legierungen, wie z.B. Messing oder Bronze, werden aufgrund ihrer relativ hohen Korrosionsbestän- digkeit bevorzugt als Werkstoffe bei der Konstruktion von wasserführenden Anlagen wie Dampferzeugungsanla¬ gen, Heizsystemen, Kühlwasserkreisläufen oder sonsti¬ gen technischen Anlagen verwendet. Besondere Bedeutung haben diese Werkstoffe als Kondensatorrohr-Werkstoff in Dampfkraftwerken. Trotz der relativ guten Bestän¬ digkeit gegen Korrosion ist es jedoch nicht zu ver¬ meiden, daß im Normalzustand analytisch faßbare Mengen der hochwertigen Werkstoffe, insbesondere von Kupfer, in das durchlaufende Wasser abgegeben werden. Insbe- sondere Kupferspuren lagern sich auf nachgeschalteten Kühlwasserleitungen aus Stahl oder anderen unedleren Metallen oder Metallegierungen ab und führen dort zu zum Teil verheerenden Lochfraß-Korrosionen.Non-ferrous metals, e.g. copper or zinc, or alloys containing them, e.g. Because of their relatively high resistance to corrosion, brass or bronze are preferably used 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 a condenser tube material in steam power plants. Despite the relatively good resistance to corrosion, it cannot be avoided, however, that in the normal state analytically detectable amounts of the high-quality materials, in particular copper, are released into the water flowing through. In particular, traces of copper are deposited on downstream cooling water pipes made of steel or other less noble metals or metal alloys, where they lead to devastating pitting corrosion.
ERSATZB AT' Aus diesem Grunde ist eine zusätzliche Behandlung des mit den Buntmetallen in Berührung kommenden Wassers zur Verringerung dieser Metallabgabe technisch wich¬ tig. Es gibt in der Praxis nur sehr wenige Inhibito- ren, die hierfür geeignet sind. Es handelt sich dabei im wesentlichen um Mercaptobenzthiazol, Benzotriazol und Tolyltriazol sowie Benzimidazol. Diese Verbindun¬ gen zeigen relativ gute Wirksamkeit als Kupferinhibi¬ toren, haben jedoch zahlreiche Nachteile. So sind sie chemisch relativ schwer zugänglich und können dadurch aus wirtschaftlichen Gründen nur beschränkte Anwendung finden. Ein weiterer Nachteil der genannten Verbindun¬ gen ist deren sehr schlechte Löslichkeit bei sauren pH-Werten, so daß eine praxisgerechte Konfektionierung dieser Produkte, insbesondere in Konzentratform, große Schwierigkeiten bereitet. Diese Konzentrate sind zudem meist über längere Zeit nicht ausreichend lagerstabil. Ein weiterer Nachteil ist darin zu sehen, daß die ge¬ nannten Verbindungen und ihre Derivate teilweise eine hohe Toxizität aufweisen und deswegen für bestimmte Anwendungsbereiche nicht zugelassen sind.ER SA TZB AT ' For this reason, an additional treatment of the water coming into contact with the non-ferrous metals to reduce this metal release is technically important. In practice there are very few inhibitors that are suitable for this. These are essentially mercaptobenzothiazole, benzotriazole and tolyltriazole as well as benzimidazole. These compounds show relatively good activity as copper inhibitors, but have numerous disadvantages. They are relatively difficult to access chemically and can therefore only be used to a limited extent for economic reasons. A further disadvantage of the compounds mentioned is their very poor solubility at acidic pH values, so that practical preparation of these products, in particular in the form of a concentrate, poses great difficulties. In addition, these concentrates are usually not sufficiently stable over a long period of time. Another disadvantage is the fact that the compounds mentioned and their derivatives sometimes have a high toxicity and are therefore not permitted for certain areas of application.
In der DE-OS 29 34 61 wird die Verwendung von 3-Amino- 5-alkyl-l,2,4-triazolen zur Korrosionsinhibierung auf Buntmetallen in wässrigen BrauchwasserSystemen offen¬ bart. Diese Verbindungen weisen zwar bessere anwen¬ dungstechnische Eigenschaften auf als die vorgenannten Korrosionsinhibitoren und sind zudem auch relativ ein¬ fach zugänglich. Ihre Wirkung bleibt jedoch hinter den Anforderungen zurück.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.
Aufgabe der vorliegenden Erfindung war es nun, che¬ misch einfach zugängliche Korrosionsinhibitoren für Buntmetalle zur Verfügung zu stellen, die nicht nur gute anwendungstechnische Eigenschaften aufweisen, sondern auch in schon geringen Konzentrationen in wässrigen Lösungen hohe Korrosionsschutzwirkung zeigen und sich außerdem gut in Konzentratform konfektionie¬ ren und über längere Zeit ohne Wirkungsverlust lagern lassen.It was an object of the present invention to provide chemically easily accessible corrosion inhibitors for non-ferrous metals, which not only have good application properties, but also show a high corrosion protection effect even in low concentrations in aqueous solutions and can also be packaged well in concentrate form and stored for a long time without loss of effectiveness.
überraschend wurde nun gefunden, daß am 5-Alkylrest Hydroxy-substituierte * 3-Amino-l,2,4-triazole und derenSurprisingly, it has now been found that hydroxy-substituted * 3-amino-l, 2,4-triazoles and their on the 5-alkyl radical
Salze zu hoher Korrosionsschutzwirkung an Buntmetallen in wässrigen Systemen führen und dabei auch sonst aus¬ gezeichnete anwendungstechnische Eigenschaften besit¬ zen.Salts lead to a high corrosion protection effect on non-ferrous metals in aqueous systems and also have otherwise excellent application properties.
Die Erfindung betrifft die Verwendung von 3-.Amino-5-The invention relates to the use of 3-.Amino-5-
(c -hydroxyalkyl)-1,2,4-triazolen der allgemeinen For¬ mel I(c-Hydroxyalkyl) -1,2,4-triazoles of the general formula I
in der n eine ganze Zahl im Bereich von 1 bis 12 be¬ deutet, oder deren Salze anorganischer oder organi- scher Säuren als Korrosionsinhibitoren für Buntmetalle in wässrigen Systemen.in which n denotes 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.
Verbindungen der allgemeinen Formel (I) sind als sol¬ che bekannt. Für die Verwendung gemäß der Erfindung sind alle 3-.Amino-5-( -hydroxyalkyl)-l,2,4-triazole geeignet, deren Alkylrest in der 5-Stellung des Tri- azolrings geradkettig ist und eine Zahl von C-Atomen im Bereich von 1 bis 12 aufweist. Insbesondere sindCompounds of the general formula (I) are known as such. All 3-.amino-5- (-hydroxyalkyl) -l, 2,4-triazoles are suitable for use in accordance with the invention, the alkyl radical of which is straight-chain in the 5-position of the triazole ring and a number of carbon atoms in the Range from 1 to 12. In particular are
ERSATZBLAιT solche Verbindungen der allgemeinen Formel (I) geeig¬ net, in denen der Alkylrest in der 5-Stellung des Triazolrings 7 bis 12 C-Atomen aufweist. Der Substi- tuent in der 5-Stellung des Triazolrings ist also er¬ findungsgemäß bevorzugt 7-Hydroxyheptyl, 8-Hydroxy- octyl, 9-Hydroxynonyl, 10-Hydroxydecyl, 11-Hydroxy- undecyl oder 12-Hydroxydodecyl.ERS A TZBLAιT those compounds of the general formula (I) are suitable in which the alkyl radical in the 5-position of the triazole ring has 7 to 12 carbon atoms. According to the invention, the substituent in the 5-position of the triazole ring is preferably 7-hydroxyheptyl, 8-hydroxy-octyl, 9-hydroxynonyl, 10-hydroxydecyl, 11-hydroxy-undecyl or 12-hydroxydodecyl.
Die Herstellung der erfindungsgemäß verwendeten 3- Amino-5-( co-hydroxyalkyl)-1,2,4-triazole erfolgt nach an sich bekannten Methoden. Beispielsweise können die Triazolderivate dadurch hergestellt werden, daß man G , -Hydroxycarbonsäuren mit Aminoguanidin bzw. Aminoguanidin-Hydrogencarbonat umsetzt. Im Falle der o6 , C*>-Hydroxycarbonsäuren, die eine Zahl von C-Atomen im Bereich von 4 bis 6 aufweisen, können auch für eine derartige Umsetzung die entsprechenden Lactone heran¬ gezogen werden. Die Umsetzung erfolgt beispielsweise nach folgendem Reaktionsschema:The 3-amino-5- (co-hydroxyalkyl) -1,2,4-triazoles used according to the invention are prepared by methods known per se. For example, the triazole derivatives can be prepared by reacting G, -hydroxycarboxylic acids with aminoguanidine or aminoguanidine hydrogen carbonate. In the case of the o6, C *> - 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 takes place, for example, according to the following reaction scheme:
TZBLATT Gemäß der Erfindung können für die Verwendung in Kor¬ rosionsschutzmitteln auch Salze von Verbindungen der allgemeinen Formel (I) verwendet werden. Dabei sind Salze sowohl anorganischer als auch organischer Säuren geeignet. Bevorzugt werden als Salze anorganischer Säuren die Chloride, Sulfate oder Phosphate der Ver¬ bindungen der allgemeinen Formel (I) , während als Sal¬ ze organischer Säuren die Acetate, Citrate bzw. Gly- colate (Salze der Glycolsäure) der 1,2,4-Triazol-Deri- vate der allgemeinen Formel (I) bevorzugt werden.TZBLATT According to the invention, salts of compounds of the general formula (I) can also be used for the use in corrosion protection agents. Salts of both inorganic and organic acids are suitable. Chlorides, sulfates or phosphates of the compounds of the general formula (I) are preferred as salts of inorganic acids, while acetates, citrates or glycolates (salts of glycolic acid) of 1,2,4 are preferred as salts of organic acids Triazole derivatives of the general formula (I) are preferred.
Die genannten Verbindungen können für die Verwendung in Korrosionsschutzmitteln einzeln oder in Mischungen miteinander in beliebigem Verhältnis verwendet werden. Dazu werden die Verbindungen der Formel (I) oder deren Salze nach an sich bekannten Methoden in wässrigen Systemen unmittelbar gelöst oder in Form wässriger Konzentrate den jeweiligen wässrigen Systemen zuge¬ mischt. Die Menge der genannten Verbindungen, die den wässrigen Systemen zugegeben werden, liegen im Bereich von 0,05 bis 10 g . m" . Ein bevorzugter Bereich istThe compounds mentioned can be used individually or in mixtures with one another in any ratio for use in corrosion protection agents. For this purpose, the compounds of the formula (I) or their salts are dissolved directly in aqueous systems by methods known per se or mixed in the form of aqueous concentrates with the respective aqueous systems. The amount of the compounds mentioned, which are added to the aqueous systems, are in the range from 0.05 to 10 g. m " . A preferred range is
_3 der von 0,1 bis 5 g . m_3 the from 0.1 to 5 g. m
Erfindungsgemäß lassen sich die Verbindungen der allge- meinen Formel (I) oder ihre Salze anorganischer oder organischer Säuren in Brauchwässern, Kühlwässern, Schmiermitteln sowie in Reinigern für Haushalts- und Industriezwecke verwenden. Der pH-Wert derartiger wässriger Systeme liegt dabei meist im Bereich von 6 bis 10.According to the invention, the compounds of the 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.
Der Gegenstand der Erfindung wird durch die nachfol¬ genden Beispiele näher erläutert.The subject matter of the invention is explained in more detail by the following examples.
ERSATZDL ϊT Die Bestimmung der Korrosionsschutz-Eigenschaften er¬ folgte durch Ermittlung des Massenabtrags nach DIN 50905/1-4.ER SAT Z DL ϊT The corrosion protection properties were determined by determining the mass removal in accordance with DIN 50905 / 1-4.
Beispiel 1example 1
Werkstoff: ElektrolytkupferMaterial: electrolytic copper
Je drei sorgfältig vorbehandelte und gewogene Metall¬ streifen der Größe 80 x 15 x 1 mm wurden in ein 1-1- Gefäß, das 800 ml Testwasser, 50 ml Pufferlösung sowie eine definierte Menge an Verbindungen der allgemeinen Formel (I) enthielt, gehängt und 24 h bei Raumtempera¬ tur darin belassen. Die Lösung wurde mit einer Ge¬ schwindigkeit von 80 U . min" gerührt.Three carefully pretreated and weighed metal strips measuring 80 x 15 x 1 mm were hung in a 1 l vessel containing 800 ml of test water, 50 ml of buffer solution and a defined amount of compounds of the general formula (I) Leave it in for 24 hours at room temperature. The solution was at a speed of 80 U. min " stirred.
Das als korrosives Medium benutzte Versuchswasser wur¬ de nach DIN 51360/2 hergestellt und mit Ammoniak/Ammo¬ niumchlorid auf einen pH-Wert von 9,0 gepuffert.The test water used as a corrosive medium was produced in accordance with DIN 51360/2 and buffered to a pH of 9.0 with ammonia / ammonium chloride.
Nach Ablauf der Versuchszeit wurden die Metallstreifen getrocknet und gewogen. Aus dem Gewichtsverlust wurde der Korrosionsschutzwert S, bezogen auf eine Blindpro¬ be, nach folgender Gleichung berechnet:After the trial period, the metal strips were dried and weighed. The corrosion protection value S, based on a blind sample, was calculated from the weight loss using the following equation:
S = 100 (1 - a/b)S = 100 (1 - a / b)
In dieser Gleichung steht a für den Gewichtsverlust der Testprobe und b für den Gewichtsverlust der Blind¬ probe.In this equation, a stands for the weight loss of the test sample and b for the weight loss of the blind sample.
Die Ergebnisse des Massenabtrags-Tests sind in der nachfolgenden Tabelle 1 wiedergegeben: Tabelle 1The results of the mass removal test are shown in Table 1 below: Table 1
Korrosionsschutzwert S n 10a) 5 ) 2a) Corrosion protection value S n 10 a) 5 ) 2 a)
1 95 93 80 3 84 76 70 5 93 79 65 8 97 94 90 11 98 95 911 95 93 80 3 84 76 70 5 93 79 65 8 97 94 90 11 98 95 91
Vergleich:Comparison:
3-Amino-5-heptyl-l,2,4-triazol 94 87 793-amino-5-heptyl-l, 2,4-triazole 94 87 79
3-.Amino-5-undecyl-l,2,4-triazol 92 86 773-.Amino-5-undecyl-l, 2,4-triazole 92 86 77
Inhibitorkonzentration in g . mInhibitor concentration in g. m
Beispiel 2Example 2
Werkstoff: Zink (99,5 %ig)Material: zinc (99.5%)
Bei einer Vorgehensweise entsprechend Beispiel 1 wur¬ den im Massenabtragstest die in der nachfolgenden Ta¬ belle 2 wiedergegebenen Ergebnisse erzielt:In a procedure according to Example 1, the results shown in Table 2 below were achieved in the mass removal test:
ERSATZBLATT Tabelle 2REPLACEMENT LEAF Table 2
Korrosionsschutzwert S n " 20a) 10a) 5a) Corrosion protection value S n " 20 a) 10 a) 5 a)
1 91 86 81 3 82 77 69 5 91 56 44 8 95 90 87 11 99 98 911 91 86 81 3 82 77 69 5 91 56 44 8 95 90 87 11 99 98 91
Vergleich:Comparison:
3-Amino-5-heptyl-l,2,4-triazol 94 90 813-amino-5-heptyl-l, 2,4-triazole 94 90 81
3-Amino-5-undecyl-l-2-4-triazol 89 87 763-amino-5-undecyl-l-2-4-triazole 89 87 76
Inhibitorkonzentration in g . mInhibitor concentration in g. m
ERSATZBLATT HE SAT ZBLATT

Claims

P a t e n t a n s p r ü c h e Patent claims
1. Verwendung von 3-Amino-5- ( > -hydroxyalkyl) -1 , 2 , 4- triazolen der allgemeinen Formel (I) i1. Use of 3-amino-5- (> -hydroxyalkyl) -1, 2, 4-triazoles of the general formula (I) i
N NHN NH
H0(CH2)n- SN^- H2 (I)H0 (CH 2 ) n - SN ^ - H 2 (I)
in der n eine ganze Zahl im Bereich von 1 bis 12 be¬ deutet, oder deren Salze anorganischer oder organi¬ scher Säuren als Korrosionsinhibitoren für Buntmetalle in wässrigen Systemen.in which n denotes 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.
2, Verwendung von Verbindungen nach Anspruch 1, da¬ durch gekennzeichnet, daß n für eine ganze Zahl im Bereich von 7 bis 12 steht.2, Use of compounds according to claim 1, characterized in that n is an integer in the range from 7 to 12.
3. Verwendung von Verbindungen nach Ansprüchen 1 und 2, dadurch gekennzeichnet, daß als Salze anorganischer Säuren Chloride, Sulfate oder Phosphate bevorzugt wer¬ den.3. Use of compounds according to claims 1 and 2, characterized in that chlorides, sulfates or phosphates are preferred as salts of inorganic acids.
4. Verwendung von Verbindungen nach Ansprüchen 1 und 2, dadurch gekennzeichnet, daß als Salze organischer Säuren Acetate, Citrate oder Glycolate bevorzugt wer¬ den..4. Use of compounds according to claims 1 and 2, characterized in that acetates, citrates or glycolates are preferred as salts of organic acids.
5. Verwendung von Verbindungen nach Ansprüchen 1 bis5. Use of compounds according to claims 1 to
4 in einer Menge vo >nn 0,05 bis 10 g . m~ , bevorzugt von 0,1 bis 5 g . m -34 in an amount of> 0.05 to 10 g. m ~, preferably from 0.1 to 5 g. m -3
6. Verwendung von Verbindungen nach Ansprüchen 1 bis 5 in Brauchwässern, Kühlwässern, Schmiermitteln und Reinigern für Haushalts- und Industriezwecke. 6. Use of compounds according to claims 1 to 5 in industrial water, cooling water, lubricants and cleaners for household and industrial purposes.
EP86904121A 1985-05-31 1986-05-23 Utilization of 3-amino-5-(w-hydroxyalkyl)-1,2,4-triazoles as corrosion inhibitors for non-ferrous heavy metals in aqueous systems Expired EP0224580B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT86904121T ATE47159T1 (en) 1985-05-31 1986-05-23 USE OF 3-AMINO-5-(W-HYDROXYALKYL)-1,2,4-TRIAZOLE AS CORROSION INHIBITOR FOR NON-FERROUS METALS IN WATER SYSTEMS.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3519522 1985-05-31
DE19853519522 DE3519522A1 (en) 1985-05-31 1985-05-31 USE OF 3-AMINO-5 ((OMEGA) -HYDROXYALKYL) -1,2,4-TRIAZOLES AS CORROSION INHIBITORS FOR COLORED METALS IN AQUEOUS SYSTEMS

Publications (2)

Publication Number Publication Date
EP0224580A1 true EP0224580A1 (en) 1987-06-10
EP0224580B1 EP0224580B1 (en) 1989-10-11

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Country Status (6)

Country Link
US (1) US4734257A (en)
EP (1) EP0224580B1 (en)
JP (1) JPS62503108A (en)
DE (2) DE3519522A1 (en)
ES (1) ES8708025A1 (en)
WO (1) WO1986007098A1 (en)

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Publication number Priority date Publication date Assignee Title
DE3620025A1 (en) * 1986-06-13 1987-12-17 Henkel Kgaa USE OF ACYLATED 3-AMINO-1,2,4-TRIAZOLES AS CORROSION INHIBITORS FOR COLORED METALS
US4948523A (en) * 1987-09-30 1990-08-14 Amoco Corporation Chlorine-free silver protective lubricant composition (I)
DE19701031C2 (en) * 1997-01-15 1998-12-10 Henkel Kgaa Use of 3-amino-5-alkyl-1,2,4-triozoles as silver protection agents
DE19758262A1 (en) * 1997-12-31 1999-07-08 Henkel Kgaa Granular component containing alkylaminotriazole for use in machine dishwashing detergents (MGSM) and process for its production
US6585933B1 (en) 1999-05-03 2003-07-01 Betzdearborn, Inc. Method and composition for inhibiting corrosion in aqueous systems
DE10118684C1 (en) * 2001-04-14 2003-01-02 Clariant Gmbh Corrosion inhibitor for bath water containing sodium chloride and magnesium sulfate and its use
DE10322507A1 (en) * 2003-05-19 2004-12-16 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Corrosion protection agent for the protection of light metals
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 (en) * 2007-11-08 2014-09-21 Enthone Self assembled molecules on immersion silver coatings
US7972655B2 (en) * 2007-11-21 2011-07-05 Enthone Inc. Anti-tarnish coatings

Family Cites Families (6)

* Cited by examiner, † Cited by third party
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 (en) * 1971-11-03 1973-05-03 Eastman Kodak Co PROCESS, COMPOSITION AND PRODUCT FOR DIFFUSION-TRANSFER PHOTOGRAPHY OF SILVER SALTS
US4098720A (en) * 1973-10-25 1978-07-04 Chemed Corporation Corrosion inhibition
DE2934461A1 (en) * 1979-08-25 1981-03-26 Henkel KGaA, 40589 Düsseldorf CORROSION INHIBITORS FOR COLORED METALS
GB2094776B (en) * 1981-03-11 1984-05-16 Dearborn Chemicals Ltd Prevention of corrosion in aqueous systems

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8607098A1 *

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US4734257A (en) 1988-03-29
ES8708025A1 (en) 1987-09-01
WO1986007098A1 (en) 1986-12-04
JPS62503108A (en) 1987-12-10
DE3519522A1 (en) 1986-12-04
ES555544A0 (en) 1987-09-01
DE3666231D1 (en) 1989-11-16
EP0224580B1 (en) 1989-10-11

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