EP0026878B1 - Inhibiteurs de corrosion stables dans l'eau dure - Google Patents

Inhibiteurs de corrosion stables dans l'eau dure Download PDF

Info

Publication number
EP0026878B1
EP0026878B1 EP80105766A EP80105766A EP0026878B1 EP 0026878 B1 EP0026878 B1 EP 0026878B1 EP 80105766 A EP80105766 A EP 80105766A EP 80105766 A EP80105766 A EP 80105766A EP 0026878 B1 EP0026878 B1 EP 0026878B1
Authority
EP
European Patent Office
Prior art keywords
acid
hard water
alkyl
stable
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
Application number
EP80105766A
Other languages
German (de)
English (en)
Other versions
EP0026878A1 (fr
EP0026878B2 (fr
Inventor
Horst Dr. Fröhlich
Rainer Dr. Helwerth
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.)
Hoechst AG
Original Assignee
Hoechst 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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6082698&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0026878(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Hoechst AG filed Critical Hoechst AG
Publication of EP0026878A1 publication Critical patent/EP0026878A1/fr
Publication of EP0026878B1 publication Critical patent/EP0026878B1/fr
Application granted granted Critical
Publication of EP0026878B2 publication Critical patent/EP0026878B2/fr
Expired legal-status Critical Current

Links

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
    • C23F11/145—Amides; N-substituted amides

Definitions

  • alkylarylsulfonamidocarboxylic acids or their salts are proposed for this purpose.
  • alkyl-substituted benzoic acids are also known.
  • the types mentioned also have serious disadvantages.
  • Salts of alkyl-substituted benzoic acids, for example have a strong sensitivity to water hardness, which greatly reduces their usability in the mineral oil-free cutting fluid sector, for example. Similar negative properties, but less pronounced, are also shown by alkanolamine salts of the alkylarylsulfonamidocarboxylic acids mentioned.
  • acylated aminocarboxylic acid salts as corrosion inhibitors is also known, the acyl radical being derived from long-chain fatty acids. In practice, however, these products have proven to be very disadvantageous because they foam very much.
  • Suitable bases which are suitable for neutralizing the carboxylic acid described above are alkali metal hydroxides and alkali metal carbonates and the corresponding alkaline earth metal compounds, such as, for example, sodium hydroxide, sodium carbonate, potassium hydroxide and barium hydroxide.
  • Organic amines such as, for example, triethanolamine, diethanolamine, triisopropanolamine, mono-, di- and triethylamine, monoisopropylamine, mono-2'-ethylcyclohexylamine, mono-i-nonylamine, 2-methyl-2 'are also suitable as bases.
  • the acids and the base can be used in stoichiometric amounts or one component each in excess.
  • the claimed anticorrosive agents can be used alone or in a mixture with known metalworking fluids or aqueous oil emulsions.
  • the anti-corrosion agents can be used as aqueous solutions, dispersions or emulsions.
  • the application concentration in which the claimed anti-corrosion agents are used depends on the intended use of the liquid with which the ferrous and non-ferrous metals come into contact. It is generally between 0.5 and 10% by weight, preferably 2 to 5% by weight.
  • it is essential that the alkyl group R of the formula given above is branched.
  • aminocarboxylic acids are obtained in a known manner by reacting aminocarboxylic acids with carboxylic acid chlorides by known processes in the presence of alkali in the sense of a Schotten-Baumann reaction.
  • the aminocarboxylic acids are obtained, for example, by hydrolysis of lactams such as e-caprolactam or y-butyrolactam or by the addition of primary amines to acrylic acid, methacrylic acid or crotonic acid esters or nitriles and subsequent saponification.
  • aminocarboxylic acids are Q-aminoundecanoic acid, e-aminocaproic acid, y-aminobutyric acid, ⁇ -alanine glycine-Nn-butyl- ⁇ -aminopropionic acid, Ni-propyl- ⁇ -aminopropionic acid, N-cyclohexyl- ⁇ -aminopropionic acid, N-cyclohexyl-a -methyl-ß-aminopropionic acid and N-cyclohexyl-ß-methyl-ßaminopropionklad.
  • acid chlorides are pivalic acid chloride, 2-ethylhexanoic acid chloride, isononanoic acid chloride, bicycloheptenic acid chloride, tricyclodecanoic acid chloride, naphthenic acid chloride and neodecanoic acid chloride.
  • Isononanoic acid chloride, 2-ethylhexanoic acid chloride and neodecanoic acid chloride are preferred.
  • the salts of the carboxylic acids described above have excellent corrosion protective effect against iron and, which is extremely important for practical use, has only a slight tendency to foam. In addition, they are very largely insensitive to the hardness constituents of the water and leave residues even under extreme electrolyte loads when drying, which can be described as low-viscosity and oily, and which do not stick. These residues can be easily dissolved with the working solution as well as with fresh water.
  • the residue formation of the products obtained according to the exemplary embodiments was checked by means of a long-term pumping test.
  • the principle of this test method is that around 10 1 of an aqueous solution of the anti-corrosion agent is pumped in large-volume open glass vessels over a longer period of time at room temperature in a way that is suitable for causing deposits on the glass wall by spraying and evaporation processes.
  • an electrically operated, commercially available laboratory pump with a delivery rate of 10 l / min. introduced which sucks the solution through a hose line of 0.8 cm diameter, conveys it above level and presses it back onto the surface of the bath contents in a sharp jet.
  • the exit opening of the jet is approx. 15 cm above the liquid level, the entry angle of the jet can be chosen as desired.

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)

Claims (2)

1. Agents de protection contre la corrosion stables à l'eau dure, caractérisés en ce qu'ils contiennent un sel de métal alcalin, de métal alcalino- terreux ou d'amine d'un composé répondant à la formule:
Figure imgb0004
dans laquelle:
R1 désigne un alkyle en C6-C13 ramifié, un cy- cloalkyle en C5 ou C6 ou un polycycloalkyle en C6 à C13, qui peuvent porter 1 ou 2 radicaux alkyles en C1 à C4.
R2 désigne l'hydrogène ou un alkyle en Ci à C6 et
R3 désigne un alkylène en C1 à C11 en une chaîne linéaire ou ramifiée.
2. Agent de protection contre la corrosion stable à l'eau dure qui est constitué d'une solution, dispersion ou émulsion aqueuse à 0,5 à 10% en poids d'un composé suivant la revendication 1.
EP80105766A 1979-10-04 1980-09-25 Inhibiteurs de corrosion stables dans l'eau dure Expired EP0026878B2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19792940258 DE2940258A1 (de) 1979-10-04 1979-10-04 Hartwasserstabile korrosionsschutzmittel
DE2940258 1979-10-04

Publications (3)

Publication Number Publication Date
EP0026878A1 EP0026878A1 (fr) 1981-04-15
EP0026878B1 true EP0026878B1 (fr) 1983-04-06
EP0026878B2 EP0026878B2 (fr) 1987-03-11

Family

ID=6082698

Family Applications (1)

Application Number Title Priority Date Filing Date
EP80105766A Expired EP0026878B2 (fr) 1979-10-04 1980-09-25 Inhibiteurs de corrosion stables dans l'eau dure

Country Status (11)

Country Link
US (1) US4348302A (fr)
EP (1) EP0026878B2 (fr)
JP (1) JPS5658978A (fr)
AR (1) AR225193A1 (fr)
BR (1) BR8006378A (fr)
CA (1) CA1146589A (fr)
CS (1) CS216941B2 (fr)
DE (2) DE2940258A1 (fr)
ES (1) ES8200644A1 (fr)
PL (1) PL227072A1 (fr)
ZA (1) ZA806124B (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5739177A (en) * 1980-08-20 1982-03-04 Ajinomoto Co Inc Water soluble rust-resisting agent
FR2700336B1 (fr) * 1993-01-11 1995-04-14 Hoechst France Succinimides substituées, leur procédé de préparation et leur application comme inhibiteur de corrosion.
FR2738018B1 (fr) * 1995-08-24 1997-09-26 Ceca Sa Inhibition de la corrosion carbonique de l'acier par des n-alcoyl-sarcosines
DE102010010408A1 (de) * 2010-03-05 2011-09-08 Clariant International Limited Biologisch abbaubare, frostsichere Wärmeträgerflüssigkeit, ihre Verwendung in oberflächennahen, geothermischen Anlagen, und ein Konzentrat zu ihrer Herstellung
CN114539091A (zh) * 2022-03-11 2022-05-27 佛山奕安赛医药科技有限公司 异棕榈酰氨基酸类化合物及其制备方法和应用

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE544208A (fr) * 1956-01-20 1956-07-15
FR1493820A (fr) * 1965-08-28 1967-09-01 Hoechst Ag Procédé pour lutter contre la corrosion provoquée par des combustibles liquides
NO115936B (fr) * 1965-08-28 1968-12-30 Hoechst Ag
DE1545298A1 (de) * 1965-08-28 1969-07-31 Hoechst Ag Fluessige Brennstoffe
US3484209A (en) * 1966-12-08 1969-12-16 Burndy Corp Corrosion resistant electric contacts
US3857950A (en) * 1968-05-03 1974-12-31 Choay J Sa Therapeutical composition of n-propionyl-epsilon-amino-caproic acid with method of treatment
US3779935A (en) * 1971-07-12 1973-12-18 Exxon Research Engineering Co Inhibition of corrosion
JPS5639930B2 (fr) * 1972-04-08 1981-09-17
US3878227A (en) * 1973-12-07 1975-04-15 Dow Chemical Co Process for making tert.-butyl glycidyl ether
DE2758123A1 (de) * 1977-12-24 1979-07-05 Basf Ag Korrosionsschutzmittel in waessrigen systemen

Also Published As

Publication number Publication date
ES495437A0 (es) 1981-11-01
PL227072A1 (fr) 1981-06-05
EP0026878A1 (fr) 1981-04-15
JPS5658978A (en) 1981-05-22
ZA806124B (en) 1981-09-30
DE2940258A1 (de) 1981-04-16
DE3062634D1 (en) 1983-05-11
CA1146589A (fr) 1983-05-17
BR8006378A (pt) 1981-04-14
ES8200644A1 (es) 1981-11-01
US4348302A (en) 1982-09-07
EP0026878B2 (fr) 1987-03-11
AR225193A1 (es) 1982-02-26
CS216941B2 (en) 1982-12-31

Similar Documents

Publication Publication Date Title
EP0046139B1 (fr) Utilisation d'acides triazinecarboxyliques comme inhibiteurs de corrosion pour systèmes aqueux
EP0222311A2 (fr) Utilisation d'acides gras alcoyloxy hydroxy substitués comme inhibiteurs de corrosion dans des huiles et des émulsions contenant de l'huile
EP0088724B1 (fr) Mélanges de benzotriazoles, leur procédé de préparation, et leur application comme inhibiteurs de corrosion de métaux
EP2031092A2 (fr) Inhibiteurs de corrosion comprenant des tensio-actifs amphotères
DE3876490T2 (de) Korrosionsinhibierende zusammensetzung.
DE60121152T2 (de) Mittel zur korrosionsverhütung
EP0026878B1 (fr) Inhibiteurs de corrosion stables dans l'eau dure
DE2453107B2 (de) Verfahren zur Herstellung von Phosphoester-Kesselstein- und Korrosionsinhibierungsmitteln, derartige Mittel und ihre Verwendung
EP2828419A1 (fr) Système anti-corrosion destiné au traitement de surfaces métalliques
EP0039314B1 (fr) Utilisation de diesters de l'acide phosphorique comme inhibiteurs de corrosion
DE4444878A1 (de) Stickstofffreie Korrosionsinhibitoren mit guter Pufferwirkung
DE2511400C2 (de) Amidosulfocarbonsäuren und deren Salze, Verfahren zu deren Herstellung und deren Verwendung als Korrosionsschutzmittel
EP0231524B1 (fr) Application d'acides alkylbenzoylacryliques comme inhibiteurs de corrosion
DE69024225T2 (de) Aminocarboxylate als korrosionsinhibitoren bei der beschichtung
EP1041174B1 (fr) Compositions inhibitrices de la corrosion contenant de la méamine
DE69922975T2 (de) Mechanische arbeit an einem kupfer oder aluminium enthaltenden metall
US4724124A (en) Use of alkenylsuccinic acid half-amides as anti-corrosion agents
DE4323909A1 (de) Mittel zum Reinigen und Passivieren von Metalloberflächen
EP2031094A2 (fr) Inhibiteurs de corrosion comprenant des tensio-actifs anioniques
EP0294687A1 (fr) Utilisation de sels d'acides sulfonamidocarboxyliques comme inhibiteurs de la corrosion dans des systèmes aqueux
DE3341633C2 (fr)
DE3501180A1 (de) Salze von alkenylbernsteinsaeurehalbamiden, verfahren zu deren herstellung und deren verwendung als korrosionsinhibitoren
DE1521710A1 (de) Korrosionsschutzmittel
DE10043040A1 (de) Verwendung von N-Alkyl-beta-alanin-Derivaten zur Herstellung von reinigenden Korrosionsschutzmitteln
EP0341536B1 (fr) Mélanges d'acides alkénylsucciniques, d'acides arylsulfonylanthraniliques et d'alcanolamines et leur utilisation comme inhibiteurs la corrosion dans les systèmes aqueux

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Designated state(s): BE CH DE FR GB IT NL SE

17P Request for examination filed

Effective date: 19811007

ITF It: translation for a ep patent filed
GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Designated state(s): BE CH DE FR GB IT LI NL SE

REF Corresponds to:

Ref document number: 3062634

Country of ref document: DE

Date of ref document: 19830511

ET Fr: translation filed
PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

26 Opposition filed

Opponent name: BASF AKTIENGESELLSCHAFT

Effective date: 19840105

GBPC Gb: european patent ceased through non-payment of renewal fee
PUAH Patent maintained in amended form

Free format text: ORIGINAL CODE: 0009272

27A Patent maintained in amended form

Effective date: 19860820

PUAC Information related to the publication of a b1 document modified or deleted

Free format text: ORIGINAL CODE: 0009299EPPU

NLR2 Nl: decision of opposition
PUAD Information related to the publication of a b2 document modified or deleted

Free format text: ORIGINAL CODE: 0009399EPPU

DB1 Publication of patent cancelled
R27A Patent maintained in amended form (corrected)
NLXE Nl: other communications concerning ep-patents (part 3 heading xe)

Free format text: IN PAT.BUL.20/86,PAGE 2475:SHOULD BE DELETED

ET3 Fr: translation filed ** decision concerning opposition
PUAH Patent maintained in amended form

Free format text: ORIGINAL CODE: 0009272

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: PATENT MAINTAINED AS AMENDED

27A Patent maintained in amended form

Effective date: 19870311

AK Designated contracting states

Kind code of ref document: B2

Designated state(s): BE CH DE FR GB IT LI NL SE

ITF It: translation for a ep patent filed
NLR3 Nl: receipt of modified translations in the netherlands language after an opposition procedure
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 19910815

Year of fee payment: 12

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 19910819

Year of fee payment: 12

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: SE

Payment date: 19910822

Year of fee payment: 12

Ref country code: GB

Payment date: 19910822

Year of fee payment: 12

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 19910904

Year of fee payment: 12

ITTA It: last paid annual fee
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 19910930

Year of fee payment: 12

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Effective date: 19920925

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Effective date: 19920926

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Effective date: 19920930

Ref country code: CH

Effective date: 19920930

Ref country code: BE

Effective date: 19920930

BERE Be: lapsed

Owner name: HOECHST A.G.

Effective date: 19920930

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Effective date: 19930401

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee
GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 19920925

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Effective date: 19930528

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

EUG Se: european patent has lapsed

Ref document number: 80105766.2

Effective date: 19930406

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 19981113

Year of fee payment: 19

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20000701