NO308260B1 - FremgangsmÕte for inhibering av korrosjon pÕ jernholdige overflater i surt, vandig medium - Google Patents
FremgangsmÕte for inhibering av korrosjon pÕ jernholdige overflater i surt, vandig medium Download PDFInfo
- Publication number
- NO308260B1 NO308260B1 NO922108A NO922108A NO308260B1 NO 308260 B1 NO308260 B1 NO 308260B1 NO 922108 A NO922108 A NO 922108A NO 922108 A NO922108 A NO 922108A NO 308260 B1 NO308260 B1 NO 308260B1
- Authority
- NO
- Norway
- Prior art keywords
- pyridine
- quaternary
- corrosion
- approx
- carbon atoms
- Prior art date
Links
- 238000005260 corrosion Methods 0.000 title claims description 62
- 230000007797 corrosion Effects 0.000 title claims description 62
- 238000000034 method Methods 0.000 title claims description 21
- 230000002378 acidificating effect Effects 0.000 title claims description 13
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 title claims description 8
- 239000012736 aqueous medium Substances 0.000 title claims description 7
- 230000002401 inhibitory effect Effects 0.000 title claims description 7
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 46
- 239000000203 mixture Substances 0.000 claims description 32
- 150000003222 pyridines Chemical class 0.000 claims description 20
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Chemical group COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 239000011833 salt mixture Substances 0.000 claims description 16
- 150000003839 salts Chemical group 0.000 claims description 15
- 239000004094 surface-active agent Substances 0.000 claims description 15
- 239000002609 medium Substances 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 239000003093 cationic surfactant Substances 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- -1 quaternary ammonium halides Chemical class 0.000 claims description 6
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 5
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 claims description 5
- 229940073608 benzyl chloride Drugs 0.000 claims description 5
- 150000004820 halides Chemical group 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 4
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- ZNSMNVMLTJELDZ-UHFFFAOYSA-N Bis(2-chloroethyl)ether Chemical compound ClCCOCCCl ZNSMNVMLTJELDZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000005270 trialkylamine group Chemical group 0.000 claims description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 2
- 238000010348 incorporation Methods 0.000 claims description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000003112 inhibitor Substances 0.000 description 28
- 239000000654 additive Substances 0.000 description 10
- 238000004821 distillation Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000012071 phase Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 238000005956 quaternization reaction Methods 0.000 description 8
- 230000000996 additive effect Effects 0.000 description 7
- 229930195733 hydrocarbon Natural products 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000008346 aqueous phase Substances 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 230000005764 inhibitory process Effects 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000003125 aqueous solvent Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 150000005524 benzylchlorides Chemical class 0.000 description 2
- 239000010779 crude oil Substances 0.000 description 2
- 238000002848 electrochemical method Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 238000012125 lateral flow test Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229910000975 Carbon steel Inorganic materials 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- DLGYNVMUCSTYDQ-UHFFFAOYSA-N azane;pyridine Chemical compound N.C1=CC=NC=C1 DLGYNVMUCSTYDQ-UHFFFAOYSA-N 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000010962 carbon steel Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000003115 supporting electrolyte Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 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
- 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
- C23F11/04—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in markedly acid liquids
-
- 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
- Y10S507/933—Acidizing or formation destroying
- Y10S507/934—Acidizing or formation destroying with inhibitor
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/706,661 US5336441A (en) | 1991-05-29 | 1991-05-29 | Corrosion inhibition in highly acidic environments by use of pyridine salts in combination with certain cationic surfactants |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO922108D0 NO922108D0 (no) | 1992-05-27 |
| NO922108L NO922108L (no) | 1992-11-30 |
| NO308260B1 true NO308260B1 (no) | 2000-08-21 |
Family
ID=24838550
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO922108A NO308260B1 (no) | 1991-05-29 | 1992-05-27 | FremgangsmÕte for inhibering av korrosjon pÕ jernholdige overflater i surt, vandig medium |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5336441A (es) |
| EP (1) | EP0519594B1 (es) |
| JP (1) | JPH05195263A (es) |
| CA (1) | CA2066797A1 (es) |
| DE (1) | DE69227730T2 (es) |
| ES (1) | ES2124244T3 (es) |
| NO (1) | NO308260B1 (es) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| US5456767A (en) * | 1993-10-15 | 1995-10-10 | Petrolite Corporation | Corrosion inhibition with bilayer-forming surfactants |
| US5520251A (en) * | 1994-12-23 | 1996-05-28 | Texaco Inc. | Method for acidizing oil producing formations |
| US5853620A (en) * | 1995-02-28 | 1998-12-29 | Intercorr-Cli International, Inc. | Compositions and compounds to minimize hydrogen charging and hydrogen induced cracking of steels |
| US5902515A (en) * | 1995-08-16 | 1999-05-11 | Champion Technologies, Inc. | Solutions and methods for inhibiting corrosion |
| CA2196650A1 (en) * | 1997-02-03 | 1998-08-03 | Stanchem Inc. | Corrosion inhibition through the use of a quaternary pyridine salt-hydrocarbon combination |
| US5792420A (en) * | 1997-05-13 | 1998-08-11 | Halliburton Energy Services, Inc. | Metal corrosion inhibitor for use in aqueous acid solutions |
| US6786875B2 (en) | 2000-04-18 | 2004-09-07 | Mdc Investement Holdings, Inc. | Medical device with shield having a retractable needle |
| US20110120914A1 (en) * | 2009-11-24 | 2011-05-26 | Chevron U.S.A. Inc. | Hydrogenation of solid carbonaceous materials using mixed catalysts |
| US9074289B2 (en) * | 2011-11-08 | 2015-07-07 | Nalco Company | Environmentally friendly corrosion inhibitor |
| US10006128B2 (en) | 2012-09-28 | 2018-06-26 | Ecolab Usa Inc. | Quaternary and cationic ammonium surfactants as corrosion inhibitors |
| US10626322B2 (en) | 2014-12-10 | 2020-04-21 | Halliburton Energy Services, Inc. | Composition for treatment of subterranean formations |
| SG11201704936SA (en) | 2014-12-22 | 2017-07-28 | Lonza Ag | Corrosion inhibitor compositions for acidizing treatments |
| WO2017030527A1 (en) | 2015-08-14 | 2017-02-23 | Halliburton Energy Services, Inc. | Treatment fluids comprising carminic acid and related compounds and methods for use thereof |
| BR112018013811A2 (pt) | 2016-01-06 | 2018-12-11 | Ecolab Usa Inc. | ?composição, método, e, uso de um concentrado de inibidor de parafina? |
| CA3009985A1 (en) | 2016-01-06 | 2017-07-13 | Ecolab Usa Inc. | Temperature-stable paraffin inhibitor compositions |
| US10465854B2 (en) | 2016-04-07 | 2019-11-05 | Ecolab Usa Inc. | Temperature-stable paraffin inhibitor compositions |
| US10858575B2 (en) | 2017-06-02 | 2020-12-08 | Championx Usa Inc. | Temperature-stable corrosion inhibitor compositions and methods of use |
| WO2024028650A1 (en) | 2022-08-04 | 2024-02-08 | Latvian Institute Of Organic Synthesis | Pyridinium light emitting molecules |
| US11866666B1 (en) | 2023-01-20 | 2024-01-09 | Saudi Arabian Oil Company | Methods for corrosion reduction in petroleum transportation and storage |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB397553A (en) * | 1932-02-26 | 1933-08-28 | Ici Ltd | Acid pickling baths |
| US2617771A (en) * | 1946-09-27 | 1952-11-11 | Hooker Electrochemical Co | Corrosion retarder |
| US3121091A (en) * | 1960-03-03 | 1964-02-11 | Nalco Chemical Co | Quaternary imidazolium and imidazolinium bisulfites |
| US3252980A (en) * | 1962-08-30 | 1966-05-24 | Socony Mobil Oil Co Inc | Pyridinium inhibitors for acidizing processes |
| DE1812794C3 (de) * | 1968-12-05 | 1978-10-05 | Merck Patent Gmbh, 6100 Darmstadt | 2-Methyl-3-hydroxy-5-methylthiomethylpyridinderivate und Verfahren zu deren Herstellung |
| US3982894A (en) * | 1971-12-22 | 1976-09-28 | Petrolite Corporation | Method of inhibiting acidic corrosion of ferrous metals with polyquaternary amino polymers |
| US4071746A (en) * | 1972-03-06 | 1978-01-31 | Petrolite Corporation | Alkylbenzyl pyridinium compounds and uses |
| US3885913A (en) * | 1972-10-26 | 1975-05-27 | Petrolite Corp | Method of inhibiting the corrosion of metals in an acidic environment using quaternary ammonium salts of polyepihalohydrin |
| US4297484A (en) * | 1979-04-23 | 1981-10-27 | Petrolite Corporation | Quaternized derivatives of polymerized pyridines and quinolines |
| US4541946A (en) * | 1981-03-12 | 1985-09-17 | Standard Oil Company | Corrosion inhibitor for amine gas sweetening systems |
| US5000873A (en) * | 1984-01-09 | 1991-03-19 | The Dow Chemical Company | N-(hydrophobe aromatic)pyridinium compounds |
| US4900627A (en) * | 1985-04-19 | 1990-02-13 | The Board Of Regents For The University Of Oklahoma | Producing polymeric films from a surfactant template |
| US4770906A (en) * | 1985-04-19 | 1988-09-13 | The Board Of Regents For The University Of Oklahoma | Producing polymeric films from a surfactant template |
-
1991
- 1991-05-29 US US07/706,661 patent/US5336441A/en not_active Expired - Lifetime
-
1992
- 1992-04-22 CA CA002066797A patent/CA2066797A1/en not_active Abandoned
- 1992-05-08 ES ES92304134T patent/ES2124244T3/es not_active Expired - Lifetime
- 1992-05-08 EP EP92304134A patent/EP0519594B1/en not_active Expired - Lifetime
- 1992-05-08 DE DE69227730T patent/DE69227730T2/de not_active Expired - Fee Related
- 1992-05-26 JP JP4157395A patent/JPH05195263A/ja active Pending
- 1992-05-27 NO NO922108A patent/NO308260B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ES2124244T3 (es) | 1999-02-01 |
| JPH05195263A (ja) | 1993-08-03 |
| DE69227730T2 (de) | 1999-06-17 |
| EP0519594A1 (en) | 1992-12-23 |
| CA2066797A1 (en) | 1992-11-30 |
| DE69227730D1 (de) | 1999-01-14 |
| US5336441A (en) | 1994-08-09 |
| EP0519594B1 (en) | 1998-12-02 |
| NO922108L (no) | 1992-11-30 |
| NO922108D0 (no) | 1992-05-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |
Free format text: LAPSED IN NOVEMBER 2002 |