GB2227757A - Protection of metal surfaces - Google Patents
Protection of metal surfaces Download PDFInfo
- 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
Links
- 229910052751 metal Inorganic materials 0.000 title claims description 27
- 239000002184 metal Substances 0.000 title claims description 27
- -1 3-1pentadecyl phenyl Chemical group 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims description 11
- 238000005260 corrosion Methods 0.000 claims description 9
- 230000007797 corrosion Effects 0.000 claims description 9
- 239000003112 inhibitor Substances 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 7
- 239000002480 mineral oil Substances 0.000 claims description 6
- 235000010446 mineral oil Nutrition 0.000 claims description 5
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 3
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 claims description 3
- 239000002270 dispersing agent Substances 0.000 claims description 3
- 230000005764 inhibitory process Effects 0.000 claims description 3
- 239000003208 petroleum Substances 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 239000012298 atmosphere Substances 0.000 claims description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 claims 1
- 231100000252 nontoxic Toxicity 0.000 claims 1
- 230000003000 nontoxic effect Effects 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 description 7
- 239000001257 hydrogen Substances 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- IVSZLXZYQVIEFR-UHFFFAOYSA-N 1,3-Dimethylbenzene Natural products CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 2
- 239000005662 Paraffin oil Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 230000002401 inhibitory effect Effects 0.000 description 2
- 239000010687 lubricating oil Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N o-dimethylbenzene Natural products CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000012085 test solution Substances 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- NISAHDHKGPWBEM-UHFFFAOYSA-N 2-(4-nonylphenoxy)acetic acid Chemical compound CCCCCCCCCC1=CC=C(OCC(O)=O)C=C1 NISAHDHKGPWBEM-UHFFFAOYSA-N 0.000 description 1
- DIOYAVUHUXAUPX-ZHACJKMWSA-N 2-[methyl-[(e)-octadec-9-enoyl]amino]acetic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(=O)N(C)CC(O)=O DIOYAVUHUXAUPX-ZHACJKMWSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-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
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001341 alkaline earth metal compounds Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000010960 cold rolled steel Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 150000002462 imidazolines Chemical class 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical compound [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 229940094933 n-dodecane Drugs 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002918 oxazolines Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 150000004707 phenolate Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- BALXUFOVQVENIU-KXNXZCPBSA-N pseudoephedrine hydrochloride Chemical compound [H+].[Cl-].CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 BALXUFOVQVENIU-KXNXZCPBSA-N 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000000007 visual effect 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
- C23F11/14—Nitrogen-containing compounds
- C23F11/141—Amines; Quaternary ammonium compounds
- C23F11/142—Hydroxy amines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
- C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition 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)
- 9 We claim: 1. A method of imparting temporary corrosion inhibitionprotection 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 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. Method according to claim 1 or 2 wherein R is dodecyl, tetradecyl, 4nonylphenyl, 4-rlodecvlplieny! or 3-1pentadecyl phenyl.
- 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. 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. 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. 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. Method of imparting temporary protection to a metal surface, according to claim 1, substantially as described with reference to any of the Examples.
- 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
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)
| 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)
| 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)
| 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 |
-
1989
- 1989-02-03 GB GB8902387A patent/GB2227757B/en not_active Expired - Lifetime
-
1990
- 1990-01-31 DE DE4002826A patent/DE4002826A1/en not_active Withdrawn
- 1990-02-03 JP JP2024997A patent/JPH02243785A/en active Pending
Patent Citations (3)
| 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)
| 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 |
| GB8902387D0 (en) | 1989-03-22 |
| JPH02243785A (en) | 1990-09-27 |
| GB2227757B (en) | 1992-10-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19940203 |