EP1654338A1 - Procede de lutte contre la corrosion par les acides naphtheniques dans les raffineries - Google Patents
Procede de lutte contre la corrosion par les acides naphtheniques dans les raffineriesInfo
- Publication number
- EP1654338A1 EP1654338A1 EP04767456A EP04767456A EP1654338A1 EP 1654338 A1 EP1654338 A1 EP 1654338A1 EP 04767456 A EP04767456 A EP 04767456A EP 04767456 A EP04767456 A EP 04767456A EP 1654338 A1 EP1654338 A1 EP 1654338A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- corrosion
- formula
- hydrocarbon
- compound
- treated
- 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.)
- Withdrawn
Links
- 230000007797 corrosion Effects 0.000 title claims abstract description 28
- 238000005260 corrosion Methods 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims abstract description 19
- 125000005608 naphthenic acid group Chemical group 0.000 title claims abstract description 13
- 230000002265 prevention Effects 0.000 title abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 16
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 16
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 16
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 3
- 125000003118 aryl group Chemical group 0.000 claims abstract description 3
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 claims description 8
- 238000007670 refining Methods 0.000 claims description 6
- 238000005292 vacuum distillation Methods 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 239000011593 sulfur Substances 0.000 claims description 5
- -1 aliphatic ester Chemical class 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- OWHSTLLOZWTNTQ-UHFFFAOYSA-N 2-ethylhexyl 2-sulfanylacetate Chemical compound CCCCC(CC)COC(=O)CS OWHSTLLOZWTNTQ-UHFFFAOYSA-N 0.000 claims description 2
- IUNVCWLKOOCPIT-UHFFFAOYSA-N 6-methylheptylsulfanyl 2-hydroxyacetate Chemical compound CC(C)CCCCCSOC(=O)CO IUNVCWLKOOCPIT-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000002015 acyclic group Chemical group 0.000 claims description 2
- 239000003513 alkali Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- MKIJJIMOAABWGF-UHFFFAOYSA-N methyl 2-sulfanylacetate Chemical compound COC(=O)CS MKIJJIMOAABWGF-UHFFFAOYSA-N 0.000 claims description 2
- 239000003208 petroleum Substances 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 19
- 239000002253 acid Substances 0.000 description 11
- 239000010779 crude oil Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 229910052742 iron Inorganic materials 0.000 description 8
- 239000003112 inhibitor Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 239000002480 mineral oil Substances 0.000 description 6
- 235000010446 mineral oil Nutrition 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 4
- 230000005764 inhibitory process Effects 0.000 description 4
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
- 150000003464 sulfur compounds Chemical class 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- LDTLDBDUBGAEDT-UHFFFAOYSA-N methyl 3-sulfanylpropanoate Chemical compound COC(=O)CCS LDTLDBDUBGAEDT-UHFFFAOYSA-N 0.000 description 2
- 150000008116 organic polysulfides Chemical class 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 229910000975 Carbon steel Inorganic materials 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 229910000640 Fe alloy Inorganic materials 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical group SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000033558 biomineral tissue development Effects 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 231100000925 very toxic Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G7/00—Distillation of hydrocarbon oils
- C10G7/10—Inhibiting corrosion during distillation
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G75/00—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general
- C10G75/02—Inhibiting corrosion or fouling in apparatus for treatment or conversion of hydrocarbon oils, in general by addition of corrosion inhibitors
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G9/00—Thermal non-catalytic cracking, in the absence of hydrogen, of hydrocarbon oils
- C10G9/14—Thermal non-catalytic cracking, in the absence of hydrogen, of hydrocarbon oils in pipes or coils with or without auxiliary means, e.g. digesters, soaking drums, expansion means
- C10G9/16—Preventing or removing incrustation
Definitions
- the present invention relates to the field of the treatment of acidic crude oils in refineries. More specifically, it relates to a process for combating corrosion of refining units which process acid crudes, comprising the use of specific sulfur compounds. Petroleum refineries can face a serious corrosion problem when they have to process certain so-called acid crudes. These crude acids essentially contain naphthenic acids which are at the origin of this very particular corrosion phenomenon, since it occurs in a liquid medium which does not conduct electric current. These naphthenic acids correspond to saturated cyclic hydrocarbons carrying one or more carboxylic groups. The acidity of a crude oil is described by a standardized measurement according to standard ASTM D 664-01.
- TAN Total Acid Number
- patent EP 742277 describes the inhibitory action of a combination of a trialkyl phosphate and an organic polysulfide.
- US patent 5552085 recommends the use of thiophosphorus compounds such as organo thiophosphates or thiophosphites.
- the patent AU 693975 discloses as an inhibitor a mixture of trialkyl phosphate and phosphoric esters of sulfurized phenol neutralized with lime.
- organophospores are very delicate to handle, due to their high toxicity. They are also poisons for hydrotreatment catalysts installed to purify hydrocarbon fractions from atmospheric and vacuum distillations. For these two reasons at least, their use in the refining field is not desirable.
- the subject of the invention is therefore a process for combating corrosion by naphthenic acids of the metal walls of a refining unit, characterized in that it comprises the addition to the hydrocarbon stream to be treated by the unit d '' an effective amount of a compound of formula:
- HS-B-COOR (I) in which: - B represents a bivalent saturated hydrocarbon radical which can be either acyclic, in linear or branched form, or cyclic, and which contains from 1 to 18 carbon atoms, preferably from 1 to 4; and - R represents a hydrogen atom, or an alkali or alkaline earth metal, or an ammonium group, or an alkyl radical (linear or branched), cycloalkyl, aryl, alkylaryl or arylalkyl, said radical containing from 1 to 18 atoms carbon, preferably 1 to 10, and optionally one or more heteroatoms.
- thioglycolic acid of formula HS-CH 2 -COOH, or one of its esters, preferably an aliphatic ester, is used as compound of formula (I).
- 2-ethyl hexyl thioglycolate, isooctyl thioglycolate or methyl thioglycolate are used.
- the quantity of compound of formula (I) to be added to the hydrocarbon stream to be treated by the refining unit generally corresponds to a concentration (expressed in equivalent weight of sulfur) of said compound relative to the weight of the hydrocarbon stream, which can range from 10 to 5000 ppm, preferably from 50 to 500 ppm.
- the method according to the invention advantageously makes it possible to treat hydrocarbon streams, in particular crude oils, whose TAN is greater than 0.2, and preferably greater than 2.
- the process implementation temperature corresponds to that at which the corrosion reactions with naphthenic acids occur, and is generally between 200 and 450 ° C, and more particularly between 250 and 350 ° C.
- the addition of the compound of formula (I) in the hydrocarbon stream can be carried out either at the very entrance of the unit (simultaneously with the hydrocarbon stream to be treated), for an overall treatment of corrosion, or in the part of the unit where the corrosion reaction takes place, for localized treatment.
- metal walls of the refining unit means all the walls capable of being in contact with the stream of acidic hydrocarbon to be treated.
- This test uses an iron powder simulating a metal surface, and a mineral oil in which is dissolved a mixture of naphthenic acids, simulating a stream of acid crude.
- the characteristics of these reagents are as follows: - white mineral oil having a density of 0.838 - powder of spherical iron particles, with a particle size of -40 + 70 mesh (i.e. approximately 212 to 425 ⁇ m) - mixture of naphthenic acids having from 10 to 18 carbon atoms, a boiling point between 270 and 324 ° C and an average molar mass of 244 g / mol.
- the following are introduced into a 150 ml glass reactor, equipped with a dropping funnel and a water cooler, and provided with a stirring and temperature measurement system: - 70 ml (i.e. 58.8 g) mineral oil, - 2 g of iron powder, - 2.8 g of the mixture of naphthenic acid.
- the initial TAN of the reaction mixture is equal to 10.
- These reagents are kept in contact for 2 hours at a temperature of 250 ° C., under an atmosphere of dry nitrogen to avoid oxidation reactions.
- the concentration of dissolved iron in the medium is determined by a conventional method implementing a mineralization of a sample, taking up the residue in acidified water and dosing by a plasma torch. . This concentration of dissolved iron (expressed in ppm) is directly proportional to the rate of corrosion of the iron powder generated by the mixture of naphthenic acids present in the mineral oil.
- Example 2 Tests in the Presence of Thioglycolic Acid Derivatives Example 1 is repeated by adding to the mineral oil compounds of formula (I) derived from thioglycolic acid when the reactor is charged. The content of these derivatives is calculated so as to obtain a corresponding concentration of 500 ppm by mass of sulfur in the mineral oil present in the reactor. The results obtained in Table II below are obtained. The table also shows the rate of inhibition of corrosion caused by the mixture of naphthenic acid.
- Example 2 is repeated, replacing the thioglycolic acid derivatives with methyl mercaptopropionate at a content also corresponding to 500 ppm of sulfur in the medium.
- An iron concentration equal to 118 ppm is measured at the end of the test, ie an inhibition rate of 42%.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Liquid Carbonaceous Fuels (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0308250A FR2857372B1 (fr) | 2003-07-07 | 2003-07-07 | Procede de lutte contre la corrosion par les acides naphtheniques dans les raffineries |
| PCT/FR2004/001608 WO2005014758A1 (fr) | 2003-07-07 | 2004-06-25 | Procede de lutte contre la corrosion par les acides naphtheniques dans les raffineries |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1654338A1 true EP1654338A1 (fr) | 2006-05-10 |
Family
ID=33522804
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP04767456A Withdrawn EP1654338A1 (fr) | 2003-07-07 | 2004-06-25 | Procede de lutte contre la corrosion par les acides naphtheniques dans les raffineries |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US7491318B2 (https=) |
| EP (1) | EP1654338A1 (https=) |
| JP (1) | JP4607870B2 (https=) |
| KR (1) | KR20060032194A (https=) |
| CN (1) | CN100556991C (https=) |
| AU (1) | AU2004263692B2 (https=) |
| BR (1) | BRPI0412442A (https=) |
| CA (1) | CA2531824A1 (https=) |
| EA (1) | EA009208B1 (https=) |
| FR (1) | FR2857372B1 (https=) |
| MX (1) | MXPA06000273A (https=) |
| NO (1) | NO20060567L (https=) |
| UA (1) | UA85057C2 (https=) |
| WO (1) | WO2005014758A1 (https=) |
| ZA (1) | ZA200600174B (https=) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20090061234A1 (en) * | 2007-09-04 | 2009-03-05 | Baker Hughes Incorporated | Method for Inhibiting Corrosion of Metal in Distillation Units Caused by Organic Acids |
| ES2659869T3 (es) * | 2008-01-24 | 2018-03-19 | Dorf Ketal Chemicals (I) Private Limited | Procedimiento de eliminación de metales de una materia prima de hidrocarburos utilizando ésteres de ácidos carboxílicos |
| US9475998B2 (en) | 2008-10-09 | 2016-10-25 | Ceramatec, Inc. | Process for recovering alkali metals and sulfur from alkali metal sulfides and polysulfides |
| CN101875857B (zh) * | 2009-04-30 | 2013-07-31 | 中国石油化工股份有限公司 | 一种降低含酸馏分油腐蚀性的方法 |
| US9688920B2 (en) | 2009-11-02 | 2017-06-27 | Field Upgrading Limited | Process to separate alkali metal salts from alkali metal reacted hydrocarbons |
| US9546325B2 (en) | 2009-11-02 | 2017-01-17 | Field Upgrading Limited | Upgrading platform using alkali metals |
| US9441170B2 (en) * | 2012-11-16 | 2016-09-13 | Field Upgrading Limited | Device and method for upgrading petroleum feedstocks and petroleum refinery streams using an alkali metal conductive membrane |
| US9512368B2 (en) | 2009-11-02 | 2016-12-06 | Field Upgrading Limited | Method of preventing corrosion of oil pipelines, storage structures and piping |
| CN102643663B (zh) * | 2012-03-31 | 2016-08-17 | 中国石油大学(华东) | 一种用于高温下减缓腐蚀的助剂 |
| CA2878630A1 (en) | 2012-07-13 | 2014-01-16 | Ceramatec, Inc. | Integrated oil production and upgrading using a molten alkali metal |
| FR3011003B1 (fr) | 2013-09-24 | 2018-07-20 | Ceca Sa | Formulations anti-corrosion stables au stockage |
| US20160025614A1 (en) * | 2014-07-03 | 2016-01-28 | The Regents Of The University Of California | METHOD AND APPLICATION OF GaPO4 CRYSTAL MICROBALANCE TO HIGH ACID CRUDE CORROSION TESTING |
| GB201709767D0 (en) * | 2017-06-19 | 2017-08-02 | Ecolab Usa Inc | Naphthenate inhibition |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3048620A (en) * | 1959-08-03 | 1962-08-07 | Geigy Chem Corp | Tertiary amino alkylated amides |
| DE3861642D1 (de) * | 1987-07-02 | 1991-02-28 | Sumitomo Metal Mining Co | Katalysator zur wasserstoffbehandlung von kohlenwasserstoffen und methode zu dessen herstellung. |
| EP0357295B1 (en) * | 1988-08-19 | 1996-07-03 | Sumitomo Metal Mining Company Limited | Catalysts for hydrotreating of hydrocarbons and methods of preparing the same |
| US5182013A (en) * | 1990-12-21 | 1993-01-26 | Exxon Chemical Patents Inc. | Naphthenic acid corrosion inhibitors |
| DE69432621T2 (de) * | 1993-09-28 | 2004-02-26 | Ondeo Nalco Energy Services, L.P., Sugarland | Verfahren zur Verhinderung von chlorider Corrosion in nassem Kohlenwasserstoff-Kondensationsystemen unter Verwendung von Amin-Mischungen |
| US5552085A (en) * | 1994-08-31 | 1996-09-03 | Nalco Chemical Company | Phosphorus thioacid ester inhibitor for naphthenic acid corrosion |
| US5630964A (en) | 1995-05-10 | 1997-05-20 | Nalco/Exxon Energy Chemicals, L.P. | Use of sulfiding agents for enhancing the efficacy of phosphorus in controlling high temperature corrosion attack |
| WO1997045503A1 (en) * | 1996-05-30 | 1997-12-04 | Petrolite Corporation | Control of naphthenic acid corrosion with thiophosphorus compounds |
| US5853619A (en) * | 1996-11-22 | 1998-12-29 | Nalco/Exxon Energy Chemicals, L.P. | Low toxic corrosion inhibitor |
| CN1099308C (zh) * | 1997-04-30 | 2003-01-22 | 张庆维 | 一种用于催化裂化装置中吸收稳定系统的防腐方法 |
| US5976416A (en) * | 1997-05-13 | 1999-11-02 | Halliburton Energy Services, Inc. | Corrosion inhibited organic acid compositions and methods |
| FR2774398B1 (fr) * | 1998-02-02 | 2000-03-24 | Ceca Sa | Inhibiteurs de la corrosion carbonique du fer ecocompatibles |
| AU748645B2 (en) * | 1998-10-06 | 2002-06-06 | Exxonmobil Research And Engineering Company | Process for treatment of petroleum acids with ammonia |
| WO2001076742A1 (en) * | 2000-04-11 | 2001-10-18 | Akzo Nobel N.V. | Two-step process for sulphiding a catalyst containing an s-containing additive |
| US7497943B2 (en) * | 2002-08-30 | 2009-03-03 | Baker Hughes Incorporated | Additives to enhance metal and amine removal in refinery desalting processes |
-
2003
- 2003-07-07 FR FR0308250A patent/FR2857372B1/fr not_active Expired - Fee Related
-
2004
- 2004-06-25 EA EA200600194A patent/EA009208B1/ru not_active IP Right Cessation
- 2004-06-25 KR KR1020067000381A patent/KR20060032194A/ko not_active Ceased
- 2004-06-25 CN CNB2004800192928A patent/CN100556991C/zh not_active Expired - Fee Related
- 2004-06-25 WO PCT/FR2004/001608 patent/WO2005014758A1/fr not_active Ceased
- 2004-06-25 JP JP2006518258A patent/JP4607870B2/ja not_active Expired - Fee Related
- 2004-06-25 AU AU2004263692A patent/AU2004263692B2/en not_active Ceased
- 2004-06-25 CA CA002531824A patent/CA2531824A1/fr not_active Abandoned
- 2004-06-25 EP EP04767456A patent/EP1654338A1/fr not_active Withdrawn
- 2004-06-25 US US10/563,549 patent/US7491318B2/en not_active Expired - Fee Related
- 2004-06-25 BR BRPI0412442-1A patent/BRPI0412442A/pt not_active IP Right Cessation
- 2004-06-25 MX MXPA06000273A patent/MXPA06000273A/es active IP Right Grant
- 2004-06-25 UA UAA200600269A patent/UA85057C2/ru unknown
-
2006
- 2006-01-06 ZA ZA200600174A patent/ZA200600174B/xx unknown
- 2006-02-03 NO NO20060567A patent/NO20060567L/no not_active Application Discontinuation
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2005014758A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN100556991C (zh) | 2009-11-04 |
| EA009208B1 (ru) | 2007-12-28 |
| MXPA06000273A (es) | 2006-03-30 |
| JP4607870B2 (ja) | 2011-01-05 |
| BRPI0412442A (pt) | 2006-09-05 |
| AU2004263692B2 (en) | 2009-09-24 |
| NO20060567L (no) | 2006-02-03 |
| UA85057C2 (ru) | 2008-12-25 |
| AU2004263692A1 (en) | 2005-02-17 |
| ZA200600174B (en) | 2007-03-28 |
| FR2857372A1 (fr) | 2005-01-14 |
| EA200600194A1 (ru) | 2006-08-25 |
| FR2857372B1 (fr) | 2005-08-26 |
| US7491318B2 (en) | 2009-02-17 |
| JP2007514797A (ja) | 2007-06-07 |
| CA2531824A1 (fr) | 2005-02-17 |
| WO2005014758A1 (fr) | 2005-02-17 |
| KR20060032194A (ko) | 2006-04-14 |
| US20060157387A1 (en) | 2006-07-20 |
| CN1820063A (zh) | 2006-08-16 |
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