GB2227757A - Protection of metal surfaces - Google Patents

Protection of metal surfaces Download PDF

Info

Publication number
GB2227757A
GB2227757A GB8902387A GB8902387A GB2227757A GB 2227757 A GB2227757 A GB 2227757A GB 8902387 A GB8902387 A GB 8902387A GB 8902387 A GB8902387 A GB 8902387A GB 2227757 A GB2227757 A GB 2227757A
Authority
GB
United Kingdom
Prior art keywords
metal surface
organic medium
formula
compound
weight
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
GB8902387A
Other versions
GB2227757B (en
GB8902387D0 (en
Inventor
Robert Montgomery O'neil
Peter Collen Hamblin
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.)
Novartis AG
Original Assignee
Ciba Geigy 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
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Priority to GB8902387A priority Critical patent/GB2227757B/en
Publication of GB8902387D0 publication Critical patent/GB8902387D0/en
Priority to DE4002826A priority patent/DE4002826A1/en
Priority to JP2024997A priority patent/JPH02243785A/en
Publication of GB2227757A publication Critical patent/GB2227757A/en
Application granted granted Critical
Publication of GB2227757B publication Critical patent/GB2227757B/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • C23F11/141Amines; Quaternary ammonium compounds
    • C23F11/142Hydroxy amines
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M133/08Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/12Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)
  • Lubricants (AREA)

Description

1 - 1 Protection method The present invention relates to the temporary
protection of metal surfaces.
The use of adducts of ether olefin oxides or glycidyl ethers and diethanolamines, as permanent oxidation- or corrosion inhibitors for ferrous metals, in various substrates, is known.
For example, in U.S. Patent Specification No. 2856363, the use is described, as oxidation inhibitors for lubricating oils, of compounds having the formula:
R 1_ CH(OH)-CH(R 2)-N(Y 1)R 3 OH in which R is C -c alkyl, R is hydrogen or c alkyl, 1 2 12 2 v-2- 12 R 3 is a C 2_ c 5 hydrocarbon chain and Y 1 is hydrogen or R 3-0H.
in GB Patent Specification NO. 1455476, a rust inhibited lubricating oil composition is described comprising a mineral oil base, 0.01-0.5 weight per cent of- an overbased alkaline earth metal compound and a minor rust inhibiting amount of a substituted trialkanolamine having the formula:
R - CH(OH)-CHM-)-N-ICH(Z)-(CH CH(OH)Y 4 3 1 2 xl 2 2 in which R is a C - c hydrocarbyl radical, TZ,., Y, and 47.1 4 1 24 & are hydrogen or a C 1_ c 10 hydrocarbyl radical and X 1 is 0 or 1.
In GB 2172284A, there are disclosed non-aqueous functional fluids containing, as corrosion inhibitors, at least one compound having the formula: R 6-X-CH 2 CH(OH)CH 2 NR 7 R 8 in which X is, inter alia, -0-, R 6 is, inter alia, C 2-C 20 alkyl, R 7 is monosubstituted C I- c 4 alkyl or C 2-C 5 alkyl substituted by one to three hydroxyl groups and R 8 is hvdrocen unsubstituted C -C alkvl or C -C alkvl p 1 4 2 5 substituted by one to three hydroxyl groups, with the provisos that at least one-of R 7 and R 8 is hydroxysubstituted, and, wh en X is -0-, R 6 is branched C 4-C 20 alkyl.
EP 252007 describes functional fluids containing, as corrosion inhibitor, at least one compound having theformula:
R 9 R 10 OCH 2 MOH)CH 2 NR 12 R 1-3 R 11 in which R.. P. and R independently, are, inter alia, ill hydrogen or C i_ C is alkyl, and R 12 and R13. Jndependen41.--1y, are hydrogen, 2-hydroxyethyl or 2-hydroxypropyl, with the provisos that: a) R 12 and R 13 are not simultaneously hydrogen; b) wben R 12 and R 13 are each -CH 2 CH 2 OH, R 9 and R 10 are not simultaneously hydrogen and R 11 is not a pentyl residue; and C) polyalkylene phenol or polycarboxylic acid ester co-additives are absent.
Each of these disclosures is concerned with the problem of providing permanent corrosion protection for metal surfaces in contac.IC with a functional fluid, during the time that the surface and the fluid are in contact.
Another problem which arises in the field of corrosion inhibition of metals, is the need to provide temporary protection to freshly-produced metal surfaces before a more permanent treatment is applied or before they are placed into their ultimate working environment e.g. into contact with a
1 j.
j functional fluid containing a corrosion inhibitor.
In US 4315957 it has been suggested to use wax compositions as such a temporary coating for metals, and to remove the wax coating by steaming, prior to further corrosion inhibitive treatment of the metals.
In US 4752336, a method of applying very thin, easilyremoved temporary protective coatings on to metal surfaces, is described which involves the use of a specified fatty acid ester in a volatile fluorocarbon solvent, which solvent can be evaporated to leave a film of ester on the metal surface. The ester is sufficiently volatile to be self-removed from the surface within a predetermined time.
We have found a simple and effective method of imparting temporary protection to a metal surface. The method involves simple immersion of the metal surface to be treated into a environmentally acceptable organic solution of a corrosion inhibitor, thereby avoiding evaporation of a potentially hazardous fluorocarbon solvent.
Accordingly, the present invention is a method of imparting tempiraj:-1, corros'-or. inhibition proteclCion to a metal surface, especially a ferrous metal surface, in contact with a corrosive atmosphere, which method comprises immersing the metal surface to be protected in an environmentally acceptable organic medium cu-iipristng at least one compound having the formula I:
R-O-CH1)-CH(OH)CH 2 N(CH 2 CH1)OH) 2 wherein R is a C 12- C 20 linear or branched alkyl group, or a group having the formula II:
1 - 4 R a-C II wherein R a is a C 8_ C is linear or branched alkyl group, and is situated in the 3- or 4-position of the phenyl residue; and then removing the metal surface from the medium.
Examples of C 12-C 20 alkyl groups R include, e.g.,, n-dodecyl, ntridecyl, n-tetradecyl, n-hexadecyl, n-octadecyl, n-eicosyl, tertiarydodecyl, tertiary-hexadecyl and tertiary-octadecyl, or mixtures of these.
C 8_ C is Alkyl groups a include e.g., n-octyl, n-nonyl, n-decyl, ndodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, iso-octyl, tert-octyl, isononyl tertiary-nonyl, isododecyl tertiary-dodecyl and tertiary pentadecyl or mixtures of these.
Preferred compounds of formula i are those wherein R is 4-nonylphenyl, 4dodecylphenyl, 3-pentadecylphenyl, dodecyl or tetradecyl or mixtures of these.
organic solvents which may be used to form the solution of the compound of formula i include for example, mineral oils, aromatic or aliphatic hydrocarbons, or other petroleum spirit-based solvents.
The mineral oil may be, e.g., a paraffin oil such as a paraffin oil having a viscosity of 46 mm 2 Is at 40IC; 11150 Solvent Neutral", a solvent-refined neutral mineral oil having a viscosity of 32 mm 2 Is at 40C, and "Solvent Brightstocks11 a high-boiling residue from the process of refining mineral oil and having a viscosity of 46 mm 2 Is at 400C.
1 j The aromatic hydocarbon medium may be e.g. toluene or o-, m- or p-xylene, trimethylbenzene, dodecylbenzene.
Aliphatic hydrodarbon'media are, e.g. n-decane or n-dodecane.
The compound of formula I is preferably dissolved in the organic medium in an amount ranging from 1.0 to 20% by weight, more preferably from 2 to 15 % by weight, based on the total weight of the organic medium.
The compounds of formula I are known compounds and may be prepared, e.g. by the method described in GB 2172284A. This method comprises the reaction of a compound of formula R-OH ill wherein R has its previous significance, or of a metal salt thereof, e.g. the sodium or potassium salt, in the absence or presence of a catalyst, with a compound of formula IM C1CH 2C-CH 2 0 IV to produce a compound having the formula V.
R-O-CH 2- CH CH 2 \\ / V wherein R has its previous significance; and then reacting the compound of formula V with diethanolamine -L-o produce a compound of formula 1.
The organic medium may contain, in addition to the compound of formula I, other additives known to be useful in providing temporary protection to metal surfaces, in particular further rust inhibitors and dispersing agents g 6 and/or surfactants. Examples of rust inhibitors are:. a) organic acids, their esters, metal salts and anhydrides, e.g. N-oleoyl sarcosine, sorbitan mono-oleate, lead naphthenate, dodecencylsuccinic anhydride, alkenylsuccinic acid half esters, 4-nonylphenoxyacetic acid; b) nitrogen- containing compounds, e.g. i) primary, secondary or tertiary aliphatic or cycloaliphatic amines and amine salts of organic and inorganic acids, e.g. oil-soluble alkylammonium carboxylates; and heterocyclic compounds, e.g.
substituted imidazolines and oxazolines.
c) phosphorus-containing compounds, e.g. amine salts of phosphoric acid partial esters d) sulfur-containing compounds, e.g. barium dinonyl naphthalene sulfonates and calcium petroleum sulfonates.
Examples of dispersing agents/surfactants are:
polybutenylsuccinic acid imides, polybuterrylphosphonic acid derivatives, and basic Mg, Ca and Ba sulfonates and Mg, Ca and Ba phenolates.
The following Examples further illustrate the present invention.
A 1 1 4 Examples 1 to 4 Cold-rolled steel panels (102 x 152 mm in size and 0.8 mm thick) are immersed in the respective test solutions for several minutes, then removed and the panels so treated are allowed to drain for approximately 15 hours.
Each test panel is then subjected to exposure to a continuous spray of a 5% sodium chloride solution at 350C for 24 hours in accordance with the procedure described in ASTM B117.
Each test solution was prepared using, as organic solvent medium, a naphthenic base oil having the following physical characteristics:
viscosity at 401C viscosity at 1000C % c A % S (mm'-/s) (mm'/s) 10.0 0.5 22.0 3.7 c A denotes percentage aromatic carbon content.
After exposure to the salt spray for 2, 4, 6, 8, and 24 hours' each panel was examined visually for rusting, and rated a---ord-,,-ng to t-he following z-2a.Le:
Test rating Visual assessment 0 no rust 1 20% of panel covered by rust 40% of panel covered by rust 3 60% of panel covered by rust 4 80% of panel covered by rust 100% of panel covered by rust The results obtained are set out in the following Table j Table
Additive: Additive conc. Test ratinqle osure time Example Structure of substit.R % by weight 2 4 6 8 24 1 c 9 H - 5 0-1 0-1 1 1-2 5 19 2 C H 2-55 0-1 0.;-1 1 1-2 5 12 3 Q- 5 0-1 0-1 1 2 5 15H 3 11 4 H.)q inixrure 5 U L - 3 5 14 control none 5 5 5 5 These results demonstrate the excellent temporary Protection afforded to L-he test panels by treatment according t-o the method of the present invention.
A A

Claims (9)

  1. 9 We claim: 1. A method of imparting temporary corrosion inhibition
    protection to a metal surface, especially a ferrous metal surface, in contact with a corrosive atmosphere, which method comprises immersing the metal surface to be protected in a non-toxic organic medium comprising at least one compound having the formula I:
    R-O-CH2- CH(OH)CH2N(CH 2CH2OH)
  2. 2 wherein R is a C -Colo linear or branched alkyl group, or a 12 1group having the formula II:
    a L7\ _Itz R II wherein R a is a C C linear or branched alkyl group, and is 8 is situated in the 3- or 4-position of the phenyl residue; and then removing the metal surface from t-he medium. 2. Method according to claim 1 wherein the metal surface is a ferrous metal surface.
  3. 3. Method according to claim 1 or 2 wherein R is dodecyl, tetradecyl, 4nonylphenyl, 4-rlodecvlplieny! or 3-1pentadecyl phenyl.
  4. 4. Method according to any nf the preceding clainis wherein the organic medium is a mineral oil, an aromatic or aliphatic hydrocarbon or other petroleum spirit-based solvent.
  5. 5. Method according to any of the preceding claims wherein the compound of formula I is present in the organic medium is an amount ranging from 1 to 20% by weight, based on the weight of the organic medium.
  6. 6. Method according to claim 5 wherein the compound of A formula I is present in the organic medium in an amount ranging from 2 to 15% by weight, based on the weight of the organic medium.
  7. 7. Method according to any of the preceding claims wherein the organic medium also comprises a further rust inhibitor and/or a dispersing agent and/or a surfactant.
  8. 8. Method of imparting temporary protection to a metal surface, according to claim 1, substantially as described with reference to any of the Examples.
  9. 9. A metal surface when temporarily protected according to a method claimed in any of the preceding claims.
    Published 1990 at ThePatent Office. State House, 6671 High Holborn. London WC1R 4TP. Further copies maybe obtained from The Patent 0Ince. Wes Branch. St Mary Cray. Orpington, Kent B115 3RD. Printed by Multiplex techniques ltd, St Mary Cray, Kent, Con. 1187.
    1
GB8902387A 1989-02-03 1989-02-03 Protection method Expired - Lifetime GB2227757B (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
GB8902387A GB2227757B (en) 1989-02-03 1989-02-03 Protection method
DE4002826A DE4002826A1 (en) 1989-02-03 1990-01-31 PROCESS FOR PROTECTION OF METALLIC SURFACES
JP2024997A JPH02243785A (en) 1989-02-03 1990-02-03 Protection

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB8902387A GB2227757B (en) 1989-02-03 1989-02-03 Protection method

Publications (3)

Publication Number Publication Date
GB8902387D0 GB8902387D0 (en) 1989-03-22
GB2227757A true GB2227757A (en) 1990-08-08
GB2227757B GB2227757B (en) 1992-10-07

Family

ID=10651059

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8902387A Expired - Lifetime GB2227757B (en) 1989-02-03 1989-02-03 Protection method

Country Status (3)

Country Link
JP (1) JPH02243785A (en)
DE (1) DE4002826A1 (en)
GB (1) GB2227757B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102716693A (en) * 2012-06-26 2012-10-10 郑州大学 Cashew base nonionic surfactant and preparation method of cashew base nonionic surfactant

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102875394B (en) * 2012-10-16 2014-03-19 中国林业科学研究院林产化学工业研究所 Cashew nut phenol-amine polyalcohol and preparation method thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2856363A (en) * 1955-12-01 1958-10-14 Pure Oil Co Stable anti-rust lubricating oil
GB2172284A (en) * 1985-03-12 1986-09-17 Ciba Geigy Ag Nitrogen-containing additives for non-aqueous functional fluids
EP0252007A2 (en) * 1986-06-28 1988-01-07 Ciba-Geigy Ag 2-Propanol derivatives as corrosion inhibitors

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2856363A (en) * 1955-12-01 1958-10-14 Pure Oil Co Stable anti-rust lubricating oil
GB2172284A (en) * 1985-03-12 1986-09-17 Ciba Geigy Ag Nitrogen-containing additives for non-aqueous functional fluids
EP0252007A2 (en) * 1986-06-28 1988-01-07 Ciba-Geigy Ag 2-Propanol derivatives as corrosion inhibitors

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102716693A (en) * 2012-06-26 2012-10-10 郑州大学 Cashew base nonionic surfactant and preparation method of cashew base nonionic surfactant

Also Published As

Publication number Publication date
DE4002826A1 (en) 1990-08-09
GB2227757B (en) 1992-10-07
GB8902387D0 (en) 1989-03-22
JPH02243785A (en) 1990-09-27

Similar Documents

Publication Publication Date Title
CA1283399C (en) Grease composition
US4957641A (en) Use of alkoxyhydroxy fatty acids as corrosion inhibitors in oils and oil-containing emulsions
US2564423A (en) Corrosion preventive composition
US4719084A (en) Mixtures of fatty acid ammonium salts with antifoaming and anticorrosion enhancing polyol fatty acids or salts thereof
JP2902281B2 (en) Water-soluble metal corrosion inhibitor
US2349044A (en) Corrosion protective composition
JPS6337199A (en) Boron oxide reaction product of succinic acid composition as lubricant dispersant and oxidation inhibitor
DE2601719C2 (en)
JPS60109549A (en) Novel salt useful for corrosion inhibition
JP2632185B2 (en) Functional liquid
US2411593A (en) Corrosion protection of metals
US4814010A (en) Corrosion inhibition
US4414125A (en) Alkali metal or amine salts of a mixture of 2- and 3-alkyladipic acids as corrosion inhibitors
GB2227757A (en) Protection of metal surfaces
US2516838A (en) Soluble oil base
US5795372A (en) Nitrogen-free corrosion inhibitors having a good buffering effect
US5316696A (en) Composition
US3892670A (en) Vapor space corrosion inhibited compositions
US4865647A (en) Composition and use
US2856299A (en) Water-displacing agent
US4888132A (en) Aqueous rust inhibitor composition
US4722812A (en) Salts of alkenylsuccinic acid monoamides
CZ69193A3 (en) Corrosion inhibiting preparations
US2562845A (en) Anticorrosion composition
US4263062A (en) Rust-preventive compositions

Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19940203