EP0142627A1 - Corrosion inhibitors - Google Patents
Corrosion inhibitors Download PDFInfo
- Publication number
- EP0142627A1 EP0142627A1 EP84109614A EP84109614A EP0142627A1 EP 0142627 A1 EP0142627 A1 EP 0142627A1 EP 84109614 A EP84109614 A EP 84109614A EP 84109614 A EP84109614 A EP 84109614A EP 0142627 A1 EP0142627 A1 EP 0142627A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- corrosion inhibitors
- compounds
- hydrogen atom
- radical
- aqueous systems
- 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
Links
- 238000005260 corrosion Methods 0.000 title claims abstract description 12
- 230000007797 corrosion Effects 0.000 title claims abstract description 11
- 239000003112 inhibitor Substances 0.000 title claims abstract description 8
- 150000001875 compounds Chemical class 0.000 claims abstract description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 5
- 150000003863 ammonium salts Chemical class 0.000 claims abstract description 4
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims abstract description 3
- -1 alkyl radical Chemical class 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims 1
- 150000001447 alkali salts Chemical class 0.000 abstract description 2
- 239000003513 alkali Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000004580 weight loss Effects 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VBLZXGQFGDIFIP-UHFFFAOYSA-N 2-(benzenesulfonamido)hexanoic acid Chemical compound CCCCC(C(O)=O)NS(=O)(=O)C1=CC=CC=C1 VBLZXGQFGDIFIP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- PQGAHNJECSVDEI-UHFFFAOYSA-N [CH2]CCCCC Chemical compound [CH2]CCCCC PQGAHNJECSVDEI-UHFFFAOYSA-N 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 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
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 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
- C23F11/164—Sulfur-containing compounds containing a -SO2-N group
Definitions
- the invention relates to the use of special sulfonamide derivatives as corrosion inhibitors in aqueous systems. Corrosion protection in aqueous systems is a major problem in technical processes. The use of corrosion inhibitors is associated with considerable difficulties. Foam formation, for example, is undesirable. The water solubility or the water hardness sensitivity is essential for the usability of the agents. The toxicity and degradability of the substances and their storage stability also play a significant role.
- alkali metal or ammonium salts of compounds of the formula are used as corrosion inhibitors in aqueous systems where R 1 is an alkyl radical having 1 to 6 carbon atoms and R 2 is a methyl radical or a hydrogen atom.
- R 1 denotes a hexyl radical and R 2 denotes a hydrogen atom.
- alkali metal salts such as sodium or potassium salts
- organic bases such as ammonia, mono-, di- or trialkanolamines
- the anti-corrosion agents according to the invention can be used individually or as a mixture in aqueous solutions, dispersions or emulsions. They are highly effective even at low concentrations. It has been shown that a sufficient effect is sometimes achieved at 0.05 percent by weight. The agents used have a pronounced low foam and have good water hardness stability.
- para-alkyl-aryl-sulfonamidoacetic acids and their water-soluble salts are prepared by methods known per se and are not the subject of the invention.
- the corrosion protection properties were determined by determining the mass removal.
- test strips Three carefully pretreated and weighed test strips (unalloyed steel, 80 x 15 x 1 mm) were hung in a 1 l vessel containing 800 ml test water, 50 ml buffer solution and a defined amount of the substance to be examined, and added for 3 hours Leave room temperature and 80 revolutions per minute in it.
- test water used as a corrosive medium was prepared according to DIN 51360/2 and buffered to pH 9 with ammonia / ammonium chloride.
- Tables 2 to 4 below show the results obtained in the form of the diethanolamine salt in comparison with benzenesulfonamidocaproic acid.
- Table 1 shows which compounds the products labeled A to M are.
- the data R 1 and R 2 relate to the formula.
- Table 4 also contains mixtures of several compounds of the claimed type.
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Abstract
Description
Gegenstand der Erfindung ist die Verwendung von speziellen Sulfonamidderivaten als Korrosionsinhibitoren in wäßrigen Systemen. Der Korrosionsschutz in wäßrigen Systemen ist ein wesentliches Problem bei technischen Prozessen. Die Verwendung von Korrosionsinhibitoren ist dabei mit erheblichen Schwierigkeiten verbunden. Es ist beispielsweise die Schaumbildung unerwünscht. Die Wasserlöslichkeit oder auch die Wasserhärteempfindlichkeit ist für die Brauchbarkeit der Mittel von wesentlicher Bedeutung. Weiterhin spielt die Toxizität und die Abbaubarkeit der Substanzen sowie ihre Lagerstabilität eine erhebliche Rolle.The invention relates to the use of special sulfonamide derivatives as corrosion inhibitors in aqueous systems. Corrosion protection in aqueous systems is a major problem in technical processes. The use of corrosion inhibitors is associated with considerable difficulties. Foam formation, for example, is undesirable. The water solubility or the water hardness sensitivity is essential for the usability of the agents. The toxicity and degradability of the substances and their storage stability also play a significant role.
In letzter Zeit sind als Korrosionsinhibitoren Verbindungen wie Halbamide der Maleinsäure oder Alkenylbernsteinsäure sowie Arylsulfonamidocarbonsäuren mit mehr als 3 Kohlenstoffatomen im Carbonsäurerest vorgeschlagen worden. Diese Inhibitoren zeigen jedoch nur bei hohen Konzentrationen einen guten Korrosionsschutz und werden häufig den oben genannten anwendungstechnischen Erfordernissen nicht gerecht.Recently, compounds such as half-amides of maleic acid or alkenylsuccinic acid and arylsulfonamidocarboxylic acids with more than 3 carbon atoms in the carboxylic acid residue have been proposed as corrosion inhibitors. However, these inhibitors show good corrosion protection only at high concentrations and often do not meet the above-mentioned application requirements.
Es wurde nun gefunden, daß man überraschenderweise zu ausgezeichneten Ergebnissen gelangt, wenn man als Korrosionsinhibitoren in wäßrigen Systemen Alkali- beziehungsweise Ammoniumsalze von Verbindungen der Formel
Insbesondere sind solche Verbindungen geeignet, bei denen in der oben angeführten Formel R1 einen Hexylrest und R2 ein Wasserstoffatom bedeuten.Compounds are particularly suitable in which, in the formula given above, R 1 denotes a hexyl radical and R 2 denotes a hydrogen atom.
Es wurde weiterhin gefunden, daß neben Alkalisalzen, wie Natrium- oder Kaliumsalze, vorzugsweise Ammoniumsalze mit organischen Basen, wie Ammoniak, Mono-, Di- oder Trialkanolamine geeignet sind.It has also been found that, in addition to alkali metal salts, such as sodium or potassium salts, preferably ammonium salts with organic bases, such as ammonia, mono-, di- or trialkanolamines, are suitable.
Die erfindungsgemäßen Korrosionsschutzmittel können einzeln oder im Gemisch in wäßrigen Lösungen, Dispersionen oder Emulsionen verwendet werden. Sie zeigen bereits bei geringen Konzentrationen eine hohe Wirksamkeit. Es hat sich gezeigt, daß teilweise bei 0,05 Gewichtsprozent noch eine ausreichende Wirkung erzielt wird. Die zur Anwendung gelangenden Mittel besitzen eine ausgeprägte Schaumarmut und haben eine gute Wasserhärtestabilität.The anti-corrosion agents according to the invention can be used individually or as a mixture in aqueous solutions, dispersions or emulsions. They are highly effective even at low concentrations. It has been shown that a sufficient effect is sometimes achieved at 0.05 percent by weight. The agents used have a pronounced low foam and have good water hardness stability.
Die Herstellung der Para-alkyl-aryl-sulfonamidoessigsäuren und deren wasserlösliche Salze erfolgt nach an sich bekannten Methoden und ist nicht Gegenstand der Erfindung.The para-alkyl-aryl-sulfonamidoacetic acids and their water-soluble salts are prepared by methods known per se and are not the subject of the invention.
Der Anmeldungsgegenstand wird noch durch die nachstehenden Beispiele erläutert, ohne daß er hierauf beschränkt ist.The subject of the application is illustrated by the examples below, without being limited thereto.
Die Bestimmung der Korrosionsschutzeigenschaften erfolgte durch Ermittlung des Massenabtrags.The corrosion protection properties were determined by determining the mass removal.
Je drei sorgfältig vorbehandelte und gewogene Teststreifen (unlegierter Stahl, 80 x 15 x 1 mm) wurden in ein 1-1-Gefäß, das 800 ml Testwasser, 50 ml Pufferlösung sowie eine definierte Menge an zu untersuchender Substanz enthält, gehängt und 3 Stunden bei Raumtemperatur und 80 Umdrehungen pro Minute darin belassen.Three carefully pretreated and weighed test strips (unalloyed steel, 80 x 15 x 1 mm) were hung in a 1 l vessel containing 800 ml test water, 50 ml buffer solution and a defined amount of the substance to be examined, and added for 3 hours Leave room temperature and 80 revolutions per minute in it.
Aus dem Gewichtsverlust wurde der Korrosionsschutzwert S, bezogen auf eine Blindprobe, berechnet.
- S = 100 (1 - a b) a = Gewichtsverlust Probe
- b = Gewichtsverlust Blindwert
- S = 100 (1 - ab) a = weight loss sample
- b = blank weight loss
Das als korrosives Medium benutzte Versuchswasser wurde nach DIN 51360/2 hergestellt und mit Ammoniak/Ammoniumchlorid auf pH 9 gepuffert.The test water used as a corrosive medium was prepared according to DIN 51360/2 and buffered to pH 9 with ammonia / ammonium chloride.
In den nachstehenden Tabellen 2 bis 4 sind die Ergebnisse angegeben, die im Vergleich mit Benzolsulfonamidocapronsäure in Form des Diethanolaminsalzes erhalten wurden. Aus Tabelle 1 ist ersichtlich, um welche Verbindungen es sich bei den mit A bis M bezeichneten Produkten handelt. Die Angaben R1 und R2 beziehen sich dabei auf die Formel. Die Tabelle 4 enthält im übrigen Gemische von mehreren Verbindungen der beanspruchten Art.
Vergleichbare Ergebnisse werden mit Alkalisalzen der angeführten Formel erhalten....Comparable results are obtained with alkali salts of the formula given ....
Claims (4)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT84109614T ATE30603T1 (en) | 1983-08-22 | 1984-08-13 | CORROSION INHIBITORS. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833330223 DE3330223A1 (en) | 1983-08-22 | 1983-08-22 | CORROSION INHIBITORS |
| DE3330223 | 1983-08-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0142627A1 true EP0142627A1 (en) | 1985-05-29 |
| EP0142627B1 EP0142627B1 (en) | 1987-11-04 |
Family
ID=6207116
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP84109614A Expired EP0142627B1 (en) | 1983-08-22 | 1984-08-13 | Corrosion inhibitors |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0142627B1 (en) |
| JP (1) | JPS6070190A (en) |
| AT (1) | ATE30603T1 (en) |
| DE (2) | DE3330223A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0294687A1 (en) * | 1987-06-06 | 1988-12-14 | BASF Aktiengesellschaft | Use of sulfonamidcarboxylic acid salts as corrosion inhibitors in aqueous systems |
| WO1995002712A2 (en) * | 1993-07-16 | 1995-01-26 | Henkel Kommanditgesellschaft Auf Aktien | Use of carboxylic acids in agents for the treatment of metal surfaces |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05320957A (en) * | 1992-05-15 | 1993-12-07 | Union Chem Kk | Rust preventing material |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1576681A (en) * | 1967-07-15 | 1969-08-01 | ||
| FR2249181A1 (en) * | 1973-10-30 | 1975-05-23 | Betz Laboratories | Corrosion inhibition of metallic pieces - by pretreating with aqs. medium contg. glycine cpd with long chain gp. |
| EP0029529A1 (en) * | 1979-11-24 | 1981-06-03 | BASF Aktiengesellschaft | Reaction products of sulfone or carboxamido carboxylic acids with alkanol amines, and their use as corrosion inhibitors with low foam formation |
-
1983
- 1983-08-22 DE DE19833330223 patent/DE3330223A1/en not_active Withdrawn
-
1984
- 1984-08-13 AT AT84109614T patent/ATE30603T1/en not_active IP Right Cessation
- 1984-08-13 EP EP84109614A patent/EP0142627B1/en not_active Expired
- 1984-08-13 DE DE8484109614T patent/DE3467190D1/en not_active Expired
- 1984-08-22 JP JP59175812A patent/JPS6070190A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1576681A (en) * | 1967-07-15 | 1969-08-01 | ||
| FR2249181A1 (en) * | 1973-10-30 | 1975-05-23 | Betz Laboratories | Corrosion inhibition of metallic pieces - by pretreating with aqs. medium contg. glycine cpd with long chain gp. |
| EP0029529A1 (en) * | 1979-11-24 | 1981-06-03 | BASF Aktiengesellschaft | Reaction products of sulfone or carboxamido carboxylic acids with alkanol amines, and their use as corrosion inhibitors with low foam formation |
Non-Patent Citations (1)
| Title |
|---|
| CHEMICAL ABSTRACTS, Band 83, Nr. 3, 21. Juli 1975, Seite 470, Nr. 27792k, Columbus, Ohio, USA; L. RASTENYTE et al.: "Synthesis of p-toluene sulfonamides and alkylenebis-p-toluenesulfonamides" & LIET. TSR MOKSLU AKAD. DARB., SER. B 1974, (1), 69-75 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0294687A1 (en) * | 1987-06-06 | 1988-12-14 | BASF Aktiengesellschaft | Use of sulfonamidcarboxylic acid salts as corrosion inhibitors in aqueous systems |
| WO1995002712A2 (en) * | 1993-07-16 | 1995-01-26 | Henkel Kommanditgesellschaft Auf Aktien | Use of carboxylic acids in agents for the treatment of metal surfaces |
| WO1995002712A3 (en) * | 1993-07-16 | 1995-06-22 | Henkel Kgaa | Use of carboxylic acids in agents for the treatment of metal surfaces |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3467190D1 (en) | 1987-12-10 |
| EP0142627B1 (en) | 1987-11-04 |
| JPS6070190A (en) | 1985-04-20 |
| DE3330223A1 (en) | 1985-03-14 |
| ATE30603T1 (en) | 1987-11-15 |
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