GB997165A - Improvements in or relating to phosphate esters of 3-pentadecylphenol - Google Patents
Improvements in or relating to phosphate esters of 3-pentadecylphenolInfo
- Publication number
- GB997165A GB997165A GB35826/63A GB3582663A GB997165A GB 997165 A GB997165 A GB 997165A GB 35826/63 A GB35826/63 A GB 35826/63A GB 3582663 A GB3582663 A GB 3582663A GB 997165 A GB997165 A GB 997165A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pentadecylphenol
- phosphate
- phosphate esters
- organic amine
- salts
- 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
- PTFIPECGHSYQNR-UHFFFAOYSA-N 3-Pentadecylphenol Chemical compound CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 title abstract 10
- 150000003014 phosphoric acid esters Chemical class 0.000 title abstract 5
- 229910019142 PO4 Inorganic materials 0.000 abstract 4
- -1 alkaline earth metal salts Chemical class 0.000 abstract 4
- 150000001412 amines Chemical class 0.000 abstract 4
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 abstract 4
- 235000021317 phosphate Nutrition 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 3
- 230000007797 corrosion Effects 0.000 abstract 3
- 238000005260 corrosion Methods 0.000 abstract 3
- 239000003112 inhibitor Substances 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 230000007935 neutral effect Effects 0.000 abstract 3
- 239000010452 phosphate Substances 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 229910000640 Fe alloy Inorganic materials 0.000 abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- 150000004982 aromatic amines Chemical class 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical class 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- 239000003208 petroleum Substances 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- DYBIGIADVHIODH-UHFFFAOYSA-N 2-nonylphenol;oxirane Chemical compound C1CO1.CCCCCCCCCC1=CC=CC=C1O DYBIGIADVHIODH-UHFFFAOYSA-N 0.000 abstract 1
- 229910000851 Alloy steel Inorganic materials 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 abstract 1
- 125000005265 dialkylamine group Chemical group 0.000 abstract 1
- 239000000446 fuel Substances 0.000 abstract 1
- 230000001050 lubricating effect Effects 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 239000010688 mineral lubricating oil Substances 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 235000005985 organic acids Nutrition 0.000 abstract 1
- ZQOOZPNNAWTCKY-UHFFFAOYSA-N oxirane 2-pentadecylphenol Chemical compound C1CO1.C(CCCCCCCCCCCCCC)C1=C(C=CC=C1)O ZQOOZPNNAWTCKY-UHFFFAOYSA-N 0.000 abstract 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical group 0.000 abstract 1
- 229920000137 polyphosphoric acid Polymers 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000010959 steel Substances 0.000 abstract 1
Classifications
-
- 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
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/098—Esters of polyphosphoric acids or anhydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
-
- 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
- C23F11/167—Phosphorus-containing compounds
- C23F11/1673—Esters of phosphoric or thiophosphoric acids
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/042—Metal salts thereof
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/043—Ammonium or amine salts 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S507/00—Earth boring, well treating, and oil field chemistry
- Y10S507/939—Corrosion inhibitor
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Lubricants (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Abstract
The invention comprises neutral organic amine and alkaline earth metal salts of phosphate esters of 3-pentadecylphenol, the phosphate esters being primarily mixtures of primary and secondary phosphates with a small amount of tertiary phosphate. They may be prepared by heating 3-pentadecylphenol with polyphosphoric acid for 5 hours, in the absence of a solvent, at 115 DEG C., and neutralizing to a pH of 7 to 7.7 with an alkali metal hydroxide or an organic amine such as cyclohexylamine, aromatic amines or alkyl or dialkyl amines. The mixture may be rendered anhydrous by heating under vacuum. The products are used as corrosion inhibitors. Comparative examples describe the preparation of the potassium salt of a phosphate of a pentadecylphenol-ethylene oxide condensate and the sodium salt of a phosphate of a nonylphenolethylene oxide condensate.ALSO:Lubricating and fuel compositions comprise as corrosion inhibitors neutral organic amine or alkaline earth metal salts of phosphate esters of 3-pentadecylphenol. The salts may be added to mineral lubricating oil, a high boiling hydrocarbon (initial b.pt., 375 DEG C.) or petroleum ether (b.pt., 90-100 DEG C.). From 0.5 to 2.0% by weight of salt may be added. Amine salts may be derived from cyclohexylamine, aromatic amines or mono- or di-alkylamines.ALSO:Neutral organic amine or alkaline earth metal salts of phosphate esters of 3-pentadecylphenol are used to inhibit corrosion of metals, specifically iron, steel and ferrous alloys, by, for example, water, brines, weak inorganic acids, organic acids, carbon dioxide and hydrogen sulphide. The inhibitor may be applied to the metal either by itself or in a carrier, but is preferably dissolved in the corrosive solution. From 0.5-2% by weight may be dissolved in water, methanol/water or petroleum derived hydrocarbons.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US223236A US3254141A (en) | 1962-09-12 | 1962-09-12 | Neutralized phosphate esters of pentadecylphenol as corrosion inhibitors and preparation thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB997165A true GB997165A (en) | 1965-07-07 |
Family
ID=22835645
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB35826/63A Expired GB997165A (en) | 1962-09-12 | 1963-09-11 | Improvements in or relating to phosphate esters of 3-pentadecylphenol |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US3254141A (en) |
| DE (1) | DE1276272B (en) |
| GB (1) | GB997165A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2169890B (en) * | 1984-05-21 | 1989-01-11 | Borsodi Vegyi Komb | Corrosion inhibiting water-additives and a process for their preparation |
| AT390605B (en) * | 1984-05-21 | 1990-06-11 | Borsodi Vegyi Komb | CORROSION-INHIBITING WATER ADDITIVES AND METHOD FOR THE PRODUCTION THEREOF |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2162269A (en) * | 1939-06-13 | Sulphuric acid derivatives of alkyl | ||
| US2340331A (en) * | 1935-04-02 | 1944-02-01 | Lubri Zol Corp | Lubrication |
| US2329707A (en) * | 1941-01-13 | 1943-09-21 | Standard Oil Co California | Metal organophosphates and method of preparing the same |
| US2674616A (en) * | 1951-08-18 | 1954-04-06 | Shell Dev | Preparation of phosphoruscontaining amine salts |
| US2857333A (en) * | 1956-06-20 | 1958-10-21 | Universal Oil Prod Co | Corrosion inhibitors |
| US2857334A (en) * | 1956-06-20 | 1958-10-21 | Universal Oil Prod Co | Corrosion inhibitors |
| US3012057A (en) * | 1958-08-14 | 1961-12-05 | Pure Oil Co | Synthetic lubricants and their preparation |
-
1962
- 1962-09-12 US US223236A patent/US3254141A/en not_active Expired - Lifetime
-
1963
- 1963-09-11 DE DEG38653A patent/DE1276272B/en active Pending
- 1963-09-11 GB GB35826/63A patent/GB997165A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US3254141A (en) | 1966-05-31 |
| DE1276272B (en) | 1968-08-29 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN107675185B (en) | Compound corrosion inhibitor for inhibiting dissolved oxygen corrosion and preparation method and application thereof | |
| US2614980A (en) | Process for inhibiting corrosion in oil wells | |
| US4729841A (en) | Alkenylsuccinic acid half-amides as anticorrosion agents | |
| GB799724A (en) | Improvements in or relating to corrosion inhibitors and application thereof | |
| US2944969A (en) | Prevention of rust and corrosion | |
| US2614981A (en) | Process for inhibiting corrosion in oil wells | |
| GB997165A (en) | Improvements in or relating to phosphate esters of 3-pentadecylphenol | |
| US3032500A (en) | Sequestration of metal ions | |
| US5096618A (en) | Process and composition for inhibiting high-temperature iron and steel corrosion | |
| US2786033A (en) | Corrosion inhibiting composition | |
| US2818383A (en) | Inhibiting corrosion by oil well fluids | |
| US2845393A (en) | Corrosion-inhibiting composition containing cetyl dimethyl amine petroleum sulfonates and method | |
| US2533300A (en) | Morpholine mahogany sulfonate as a rust inhibitor for petroleum oils | |
| US2832742A (en) | Corrosion inhibitor composition | |
| RU2110613C1 (en) | Corrosion protection means | |
| US2988434A (en) | Auxiliary fuels | |
| US2791495A (en) | Rust inhibited distillate products | |
| US2675355A (en) | Method for inhibiting corrosion | |
| US3029127A (en) | Corrosion inhibitors | |
| GB785196A (en) | Process for the preparation of oil-soluble basic monovalent metal salts of organic acids | |
| GB941658A (en) | Improved hydrocarbon binder compositions | |
| US3413237A (en) | Aminophenol corrosion inhibitor | |
| US3121104A (en) | Aryl sulfonates | |
| GB762228A (en) | Improvements in and relating to corrosion inhibitors and application thereof | |
| CN116396795B (en) | Water-based environment-friendly flame-retardant hydraulic fluid and preparation method thereof |