EP0160042B1 - Korrosionsinhibitoren für zink - Google Patents
Korrosionsinhibitoren für zink Download PDFInfo
- Publication number
- EP0160042B1 EP0160042B1 EP84903888A EP84903888A EP0160042B1 EP 0160042 B1 EP0160042 B1 EP 0160042B1 EP 84903888 A EP84903888 A EP 84903888A EP 84903888 A EP84903888 A EP 84903888A EP 0160042 B1 EP0160042 B1 EP 0160042B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- bis
- zinc
- triazoles
- corrosion inhibitors
- amino
- 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
- 230000007797 corrosion Effects 0.000 title claims abstract description 12
- 238000005260 corrosion Methods 0.000 title claims abstract description 12
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title claims abstract description 8
- 239000011701 zinc Substances 0.000 title claims abstract description 8
- 229910052725 zinc Inorganic materials 0.000 title claims abstract description 8
- 239000003112 inhibitor Substances 0.000 title claims abstract description 7
- YNRGDPQTVDWXPB-UHFFFAOYSA-N 3-(1,2,4-triazol-3-ylidene)-1,2,4-triazole Chemical class N1=NC=NC1=C1N=NC=N1 YNRGDPQTVDWXPB-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000003396 thiol group Chemical group [H]S* 0.000 claims abstract description 4
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- -1 acetic acid Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 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
- YLMXGBDXGVPHRZ-UHFFFAOYSA-N 5-heptyl-1h-1,2,4-triazol-3-amine Chemical compound CCCCCCCC1=NC(N)=NN1 YLMXGBDXGVPHRZ-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 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
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- BJFLSHMHTPAZHO-UHFFFAOYSA-N benzotriazole Chemical compound [CH]1C=CC=C2N=NN=C21 BJFLSHMHTPAZHO-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000012496 blank sample Substances 0.000 description 1
- 239000007853 buffer solution Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- BRWIZMBXBAOCCF-UHFFFAOYSA-N hydrazinecarbothioamide Chemical compound NNC(N)=S BRWIZMBXBAOCCF-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- TVUJVLMAZLPPTJ-UHFFFAOYSA-N triazolidine-4,5-dithione Chemical class SC=1N=NNC=1S TVUJVLMAZLPPTJ-UHFFFAOYSA-N 0.000 description 1
- 230000004580 weight loss Effects 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
- C23F11/16—Sulfur-containing compounds
- C23F11/161—Mercaptans
-
- 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
- C23F11/06—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in markedly alkaline liquids
-
- 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 the use of certain bis-triazoles as corrosion inhibitors for zinc.
- bis-triazoles of the general formula 1 where X is an amino or mercapto group and n is the number of methylene groups in the molecule, or their water-soluble salts can be used as corrosion inhibitors for zinc in aqueous systems in the pH range from 6 to 11 with excellent results.
- the preferred compounds are 1,6-bis- [3- (5-amino-1,2,4-triazolyl)] hexane and bis- [3- (5-mercapto-1,2,4-triazolyl)].
- the good effectiveness of the claimed compounds as an inhibitor for zinc is all the more remarkable since it has been shown that monotriazoles are only suitable for inhibition at relatively high concentrations.
- the corrosion protection value of comparative products, such as 3-heptyl-5-amino-1,2,4-triazole or 3-heptyl-5-mercanto-1,2,4-triazole, is still 97 or 94% at application concentrations of 100 g / m3 .
- the amount of bis-triazole which is expediently added to the aqueous media is in the range from 0.1 to 50 g / m 3 , preferably between 1 to 10 g / m 3.
- the corrosion inhibitors can be used in aqueous solutions, dispersions or Emulsions are used.
- the bis-triazoles are prepared by methods known per se, such as, for example, reacting a, ⁇ -dicarboxylic acids with 2 moles of aminoguanidine, or in the case of bis-mercaptotriazoles by reacting a, m-dicarboxylic acid esters and 2 moles of thiosemicarbazide.
- the preparation of the bis-triazoles is not the subject of the invention.
- the corrosion protection properties were determined in the following manner:
- test strips Three carefully pretreated and weighed test strips (zinc 99.5, 80 x 15 x 1 mm) are hung in a 1-1 test vessel, which contains 800 ml test water, 30 ml buffer solution and a defined amount of substance to be examined, and 6 Leave for hours at room temperature and 80 revolutions per minute.
- the corrosion protection value S was calculated from the weight loss.
- test water used as a corrosive medium was produced in accordance with DIN 51360/2 and buffered with ammonia / ammonium chloride.
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)
Description
- Gegenstand der Erfindung ist die Verwendung von bestimmten Bis-triazolen als Korrosionsschutzinhibitoren für Zink.
- Für die Korrosionsinhibierung von Zink haben sich bisher nur sehr wenige Verbindungen als geeignet erwiesen. Insbesondere handelt es sich dabei um Heterocyclen, wie Benzo- beziehungsweise Tolyltriazol, Mercaptobenzothiazol oder Benzimidazol. Diese bekannten Produkte besitzen zwar eine gute Wirksamkeit, sie weisen jedoch auch verschiedene Mängel, wie schlechte Konfektionierbarkeit, nicht ausreichende Lagerstabilität, teilweise hohe Toxizität, auf und sind als chemische Verbindungen relativ schwer zugänglich und aus wirtschaftlichen Gründen nur beschränkt anwendbar. Auch lässt sich nicht vermeiden, dass bei Anwendung dieser Verbindungen relativ häufig Ablagerungen auf der Werkstoffoberfläche vorkommen.
- Es wurde nun gefunden, dass man Bis-triazole der allgemeinen Formel 1
- Wie weiterhin gefunden wurde, sind insbesondere Verbindungen geeignet, deren Anzahl an Methylengruppen (n) 0 bis 10, vorzugsweise 0 bis 6, betragen und bei denen X Aminogruppen oder Mercaptogruppen darstellen. Es können jedoch mit gutem Erfolg auch die wasserlöslichen Salze der Bis-triazole der angegebenen Formel verwendet werden. Dabei kommen sowohl organische Säuren, wie Essigsäure, als auch anorganische Säuren, wie Salzsäure, Schwefelsäure und Phosphorsäure, für eine Salzbildung in Betracht.
- Die bevorzugten Verbindungen sind 1,6-Bis-[3-(5-amino-1,2,4-triazolyl)]-hexan sowie Bis-[3-(5-mercapto-1,2,4-triazolyl)]. Die gute Wirksamkeit der beanspruchten Verbindungen als Inhibitor für Zink ist umso bemerkenswerter, da sich gezeigt hat, dass auch Mono-triazole nur bei relativ hohen Konzentrationen für eine Inhibierung geeignet sind. Der Korrosionsschutzwert von Vergleichsprodukten, wie 3-Heptyl-5-amino-1,2,4-triazol beziehungsweise 3-Heptyl-5-mercanto-1,2,4-triazol, beträgt bei Anwendungskonzentrationen von 100g/m3 noch 97 beziehungsweise 94%. Bei einer Anwendungskonzentration von 20 g/m3 hingegen wurde nur noch ein Korrosionsschutzwert von 69 beziehungsweise 66% erhalten, während bei den gleichen Tests mit den Bis-triazolen - selbst bei einer Anwendungskonzentration von 10 g/m3 - noch Schutzwerte über 90% erzielt wurden.
- Die Menge an Bis-triazol, die den wässrigen Medien zweckmässigerweise zugegeben werden, liegen im Bereich von 0,1 bis 50 g/m3, vorzugsweise zwischen 1 bis 10 g/m3. Die Korrosionsschutzmittel können mit übrigen in wässrigen Lösungen, Dispersionen oder Emulsionen zur Anwendung kommen.
- Die Herstellung der Bis-triazole erfolgt nach an sich bekannten Methoden, wie beispielsweise Umsetzung von a, ω-Dicarbonsäuren mit 2 Mol Aminoguanidin, oder im Falle der Bis-mercaptotriazole durch Umsetzung von a, m-Dicarbonsäureestern und 2 Mol Thiosemicarbazid. Die Herstellung der Bis-triazole ist jedoch nicht Gegenstand der Erfindung.
- Die Bestimmung der Korrosionsschutzeigenschaften erfolgte in der nachstehenden Weise:
- Je drei sorgfältig vorbehandelte und gewogene Teststreifen (Zink 99,5, 80 x 15 x 1 mm) werden in ein 1-1-Prüfgefäss, das 800 ml Testwasser, 30 ml Pufferlösung sowie eine definierte Menge an zu untersuchender Substanz enthält, gehängt und 6 Stunden bei Raumtemperatur und 80 Umdrehungen pro Minute darin belassen.
- Aus dem Gewichtsverlust wurde der Korrosionsschutzwert S, bezogen auf eine Blindprobe, berechnet.
- Das als korrosives Medium benutzte Versuchswasser wurde nach DIN 51360/2 hergestellt und mitAmmoniak/Ammoniumchlorid gepuffert.
- Die zur Durchführung von Vergleichsversuchen herangezogenen Verbindungen sind in Tabelle 1 aufgelistet, wobei «n» und «X» die in Formel angegebene Bedeutung haben.
Claims (4)
1. Verwendung von Bis-triazolen der Formel I
oder deren wasserlöslichen Salzen, wobei X eine Aminogruppe oder Mercaptogruppe und n die Anzahl der Methylengruppen, die von 0 bis 10 betragen können, darstellen als Korrosionsinhibitoren für Zink in wässrigen Systemen im pH-Bereich von 6 bis 11.
2. Verwendung von Bis-triazolen der Formel I oder von deren wasserlöslichen Salzen gemäss Anspruch 1, wobei die Anzahl der Methylengruppen n von 0 bis 6 beträgt.
3. Verwendung gemäss Anspruch 1 von 1,6-Bis-[3-(5-amino-1,2,4-triazolyl)]-hexan sowie Bis-[3-(5-mercapto-1,2,4-triazolyl)].
4. Verwendung der Bis-triazole gemäss Anspruch 1 in Mengen von 1 bis 10 g/m3.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT84903888T ATE37727T1 (de) | 1983-10-27 | 1984-10-19 | Korrosionsinhibitoren fuer zink. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833338952 DE3338952A1 (de) | 1983-10-27 | 1983-10-27 | Korrosionsinhibitoren fuer zink |
| DE3338952 | 1983-10-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0160042A1 EP0160042A1 (de) | 1985-11-06 |
| EP0160042B1 true EP0160042B1 (de) | 1988-10-05 |
Family
ID=6212842
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP84903888A Expired EP0160042B1 (de) | 1983-10-27 | 1984-10-19 | Korrosionsinhibitoren für zink |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4636359A (de) |
| EP (1) | EP0160042B1 (de) |
| JP (1) | JPS61500227A (de) |
| DE (2) | DE3338952A1 (de) |
| WO (1) | WO1985001964A1 (de) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3530623A1 (de) * | 1985-08-28 | 1987-03-12 | Henkel Kgaa | Demulgierendes reinigungsmittel mit flaechenfeuchthalteeffekt |
| US4788292A (en) * | 1986-07-31 | 1988-11-29 | Ciba-Geigy Corporation | Perfluoroalkyl substituted benzotriazoles |
| TW399094B (en) * | 1995-04-11 | 2000-07-21 | Ciba Sc Holding Ag | Compounds with (benzo)triazole radicals |
| DE10322507A1 (de) * | 2003-05-19 | 2004-12-16 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Korrosionsschutzmittel zum Schutz von Leichtmetallen |
| CR20170283A (es) | 2014-11-24 | 2017-09-05 | Lubrizol Advanced Mat Inc | Novedoso compuesto de uracilo acoplado para resinas de polímero de cloruro de vinilo |
| WO2023190264A1 (ja) * | 2022-03-29 | 2023-10-05 | 四国化成工業株式会社 | トリアゾール化合物、該トリアゾール化合物の合成方法、カップリング剤およびそれらの利用 |
| WO2024005117A1 (ja) * | 2022-06-30 | 2024-01-04 | 四国化成工業株式会社 | 金属コードの表面処理剤及びその用途 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2836557A (en) * | 1954-05-17 | 1958-05-27 | Cities Service Res & Dev Co | Method of inhibiting corrosion of metals |
| US3408307A (en) * | 1966-02-10 | 1968-10-29 | Nalco Chemical Co | Inhibiting corrosion of copper with tetrazoles |
| DE1521762A1 (de) * | 1964-08-14 | 1969-09-25 | Geigy Ag J R | Metallschutz- und Metalldeaktivierungsmittel |
| EP0025863A1 (de) * | 1979-08-25 | 1981-04-01 | Henkel Kommanditgesellschaft auf Aktien | Verwendung von 1,2,4-Triazolderivaten als Korrosionsinhibitoren für Buntmetalle |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS53102237A (en) * | 1977-02-18 | 1978-09-06 | Toshiba Corp | Anticorrosive agent for metal |
| US4329381A (en) * | 1978-02-23 | 1982-05-11 | Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) | Method for providing corrosion resistance to metal objects |
| US4450137A (en) * | 1981-11-10 | 1984-05-22 | Petrolite Corporation | Processes for inhibiting corrosion using compounds containing sulfur and amino groups |
-
1983
- 1983-10-27 DE DE19833338952 patent/DE3338952A1/de not_active Withdrawn
-
1984
- 1984-10-16 US US06/661,536 patent/US4636359A/en not_active Expired - Fee Related
- 1984-10-19 DE DE8484903888T patent/DE3474462D1/de not_active Expired
- 1984-10-19 EP EP84903888A patent/EP0160042B1/de not_active Expired
- 1984-10-19 JP JP59503905A patent/JPS61500227A/ja active Granted
- 1984-10-19 WO PCT/EP1984/000322 patent/WO1985001964A1/de active IP Right Grant
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2836557A (en) * | 1954-05-17 | 1958-05-27 | Cities Service Res & Dev Co | Method of inhibiting corrosion of metals |
| DE1521762A1 (de) * | 1964-08-14 | 1969-09-25 | Geigy Ag J R | Metallschutz- und Metalldeaktivierungsmittel |
| US3408307A (en) * | 1966-02-10 | 1968-10-29 | Nalco Chemical Co | Inhibiting corrosion of copper with tetrazoles |
| EP0025863A1 (de) * | 1979-08-25 | 1981-04-01 | Henkel Kommanditgesellschaft auf Aktien | Verwendung von 1,2,4-Triazolderivaten als Korrosionsinhibitoren für Buntmetalle |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3338952A1 (de) | 1985-05-09 |
| WO1985001964A1 (en) | 1985-05-09 |
| JPH0454751B2 (de) | 1992-09-01 |
| DE3474462D1 (en) | 1988-11-10 |
| US4636359A (en) | 1987-01-13 |
| EP0160042A1 (de) | 1985-11-06 |
| JPS61500227A (ja) | 1986-02-06 |
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