HUE030422T2 - Use of alpha-amino ethers to remove thiols from hydrocarbons - Google Patents
Use of alpha-amino ethers to remove thiols from hydrocarbons Download PDFInfo
- Publication number
- HUE030422T2 HUE030422T2 HUE11807420A HUE11807420A HUE030422T2 HU E030422 T2 HUE030422 T2 HU E030422T2 HU E11807420 A HUE11807420 A HU E11807420A HU E11807420 A HUE11807420 A HU E11807420A HU E030422 T2 HUE030422 T2 HU E030422T2
- Authority
- HU
- Hungary
- Prior art keywords
- alpha
- mercaptans
- sulfur
- mercaptan
- bis
- Prior art date
Links
- 229930195733 hydrocarbon Natural products 0.000 title claims description 24
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 24
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 title description 34
- 239000004215 Carbon black (E152) Substances 0.000 claims description 22
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 18
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 17
- 229910052717 sulfur Inorganic materials 0.000 claims description 17
- 239000011593 sulfur Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 12
- -1 light petrol Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 10
- 239000003350 kerosene Substances 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 239000003502 gasoline Substances 0.000 claims description 6
- 239000002283 diesel fuel Substances 0.000 claims description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 4
- 239000003209 petroleum derivative Substances 0.000 claims description 2
- 150000003573 thiols Chemical class 0.000 claims 3
- 239000000470 constituent Substances 0.000 claims 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 33
- 239000012530 fluid Substances 0.000 description 21
- 239000000203 mixture Substances 0.000 description 15
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 10
- XAQHXGSHRMHVMU-UHFFFAOYSA-N [S].[S] Chemical compound [S].[S] XAQHXGSHRMHVMU-UHFFFAOYSA-N 0.000 description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 7
- 239000010779 crude oil Substances 0.000 description 7
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 7
- LOCHFZBWPCLPAN-UHFFFAOYSA-N butane-2-thiol Chemical compound CCC(C)S LOCHFZBWPCLPAN-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- HMBHAQMOBKLWRX-UHFFFAOYSA-N 2,3-dihydro-1,4-benzodioxine-3-carboxylic acid Chemical compound C1=CC=C2OC(C(=O)O)COC2=C1 HMBHAQMOBKLWRX-UHFFFAOYSA-N 0.000 description 4
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 4
- 229960001231 choline Drugs 0.000 description 4
- 229940075419 choline hydroxide Drugs 0.000 description 4
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 4
- 239000000446 fuel Substances 0.000 description 4
- 235000019645 odor Nutrition 0.000 description 4
- 239000002516 radical scavenger Substances 0.000 description 4
- IDIOUSNRLCLSJE-UHFFFAOYSA-N 1-(piperidin-1-ylmethoxymethoxymethyl)piperidine Chemical compound C1CCCCN1COCOCN1CCCCC1 IDIOUSNRLCLSJE-UHFFFAOYSA-N 0.000 description 3
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 230000000116 mitigating effect Effects 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 description 3
- 230000002000 scavenging effect Effects 0.000 description 3
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 2
- RZVBLBGEAFQZRK-UHFFFAOYSA-N 1-(piperidin-1-ylmethoxymethyl)piperidine Chemical compound C1CCCCN1COCN1CCCCC1 RZVBLBGEAFQZRK-UHFFFAOYSA-N 0.000 description 2
- IHHRLHQOHWUAJZ-UHFFFAOYSA-N 1-(pyrrolidin-1-ylmethoxymethoxymethyl)pyrrolidine Chemical compound C1CCCN1COCOCN1CCCC1 IHHRLHQOHWUAJZ-UHFFFAOYSA-N 0.000 description 2
- OQNXRPCNQKMMLU-UHFFFAOYSA-N 1-(pyrrolidin-1-ylmethoxymethyl)pyrrolidine Chemical compound C1CCCN1COCN1CCCC1 OQNXRPCNQKMMLU-UHFFFAOYSA-N 0.000 description 2
- XHNPTDYWWTUICE-UHFFFAOYSA-N 4-(morpholin-4-ylmethoxymethyl)morpholine Chemical compound C1COCCN1COCN1CCOCC1 XHNPTDYWWTUICE-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 229930040373 Paraformaldehyde Natural products 0.000 description 2
- 239000003849 aromatic solvent Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001923 cyclic compounds Chemical class 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- KJRCEJOSASVSRA-UHFFFAOYSA-N propane-2-thiol Chemical compound CC(C)S KJRCEJOSASVSRA-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- GRFJJLIZXMHRET-UHFFFAOYSA-N [S].N1(CCCCC1)COCOCN1CCCCC1 Chemical compound [S].N1(CCCCC1)COCOCN1CCCCC1 GRFJJLIZXMHRET-UHFFFAOYSA-N 0.000 description 1
- 150000001260 acyclic compounds Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000010763 heavy fuel oil Substances 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- HPCLZPLLUNZSGP-UHFFFAOYSA-N n-(diethylaminomethoxymethyl)-n-ethylethanamine Chemical compound CCN(CC)COCN(CC)CC HPCLZPLLUNZSGP-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- IVETVJOPRZJHDA-UHFFFAOYSA-N n-butyl-n-[(dibutylamino)methoxymethyl]butan-1-amine Chemical compound CCCCN(CCCC)COCN(CCCC)CCCC IVETVJOPRZJHDA-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000010747 number 6 fuel oil Substances 0.000 description 1
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical class NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
- C10G29/20—Organic compounds not containing metal atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/148—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound
- C07C7/152—Purification; Separation; Use of additives by treatment giving rise to a chemical modification of at least one compound by forming adducts or complexes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/20—Use of additives, e.g. for stabilisation
-
- 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1037—Hydrocarbon fractions
- C10G2300/104—Light gasoline having a boiling range of about 20 - 100 °C
-
- 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1037—Hydrocarbon fractions
- C10G2300/1044—Heavy gasoline or naphtha having a boiling range of about 100 - 180 °C
-
- 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1037—Hydrocarbon fractions
- C10G2300/1048—Middle distillates
- C10G2300/1051—Kerosene having a boiling range of about 180 - 230 °C
-
- 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1037—Hydrocarbon fractions
- C10G2300/1048—Middle distillates
- C10G2300/1055—Diesel having a boiling range of about 230 - 330 °C
-
- 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
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/20—Characteristics of the feedstock or the products
- C10G2300/201—Impurities
- C10G2300/202—Heteroatoms content, i.e. S, N, O, P
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Analytical Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Gas Separation By Absorption (AREA)
- Treating Waste Gases (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/835,881 US20120012505A1 (en) | 2010-07-14 | 2010-07-14 | Use of alpha-amino ethers for the removal of mercaptans from hydrocarbons |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HUE030422T2 true HUE030422T2 (en) | 2017-05-29 |
Family
ID=45466086
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HUE11807420A HUE030422T2 (en) | 2010-07-14 | 2011-07-13 | Use of alpha-amino ethers to remove thiols from hydrocarbons |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US20120012505A1 (enExample) |
| EP (1) | EP2593533B1 (enExample) |
| JP (1) | JP5889296B2 (enExample) |
| KR (1) | KR20130141438A (enExample) |
| AR (1) | AR082166A1 (enExample) |
| BR (1) | BR112013000892B1 (enExample) |
| CA (1) | CA2805489C (enExample) |
| ES (1) | ES2593462T3 (enExample) |
| HU (1) | HUE030422T2 (enExample) |
| MX (1) | MX2013000509A (enExample) |
| PL (1) | PL2593533T3 (enExample) |
| PT (1) | PT2593533T (enExample) |
| RU (1) | RU2557545C2 (enExample) |
| SG (1) | SG187079A1 (enExample) |
| WO (1) | WO2012009390A2 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103249712B (zh) * | 2010-11-30 | 2016-03-02 | 艾达索高新材料无锡有限公司 | 用于合成可重复利用环氧树脂的化合物 |
| US8785694B2 (en) | 2012-06-05 | 2014-07-22 | Connora Technologies, Inc | Processes for the preparation of di-(2-aminoethyl) formal, di-(3-aminopropyl) formal, and related molecules |
| US11124473B2 (en) | 2017-07-11 | 2021-09-21 | Aditya Birla Chemicals (Usa) Llc | Salts of diaminoacetals and diaminoketals and their synthesis, and their transformations to diaminoacetals and diaminoketals |
| CN114159946B (zh) * | 2022-02-11 | 2022-04-29 | 河北精致科技有限公司 | 一种用于脱除烟气中二氧化硫的吸收剂及其应用 |
| US20240110091A1 (en) * | 2022-09-21 | 2024-04-04 | Championx Usa Inc. | Compositions and methods for scavenging sulfur-containing compounds |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2186398A (en) * | 1939-02-07 | 1940-01-09 | Shell Dev | Process for removing acid components from hydrocarbon distillates |
| US3408287A (en) * | 1966-04-20 | 1968-10-29 | Universal Oil Prod Co | Oxidation of mercaptans |
| US4405582A (en) * | 1982-01-18 | 1983-09-20 | Exxon Research And Engineering Co. | Process for selective removal of H2 S from mixtures containing H22 using diaminoether solutions |
| US4556546A (en) * | 1983-05-04 | 1985-12-03 | Air Products And Chemicals, Inc. | Bis tertiary amino alkyl derivatives as solvents for acid gas removal from gas streams |
| CA2017047C (en) * | 1989-08-01 | 1999-08-17 | Jerry J. Weers | Method of scavenging hydrogen sulfide from hydrocarbons |
| EP0728033B1 (en) * | 1993-11-09 | 1999-04-21 | Union Carbide Chemicals & Plastics Technology Corporation | Absorption of mercaptans |
| CA2148849A1 (en) * | 1994-06-23 | 1995-12-24 | Kishan Bhatia | Method of treating sour gas and liquid hydrocarbons |
| US5698171A (en) * | 1996-01-10 | 1997-12-16 | Quaker Chemical Corporation | Regenerative method for removing sulfides from gas streams |
| NO982505L (no) * | 1997-06-04 | 1998-12-07 | Nalco Exxon Energy Chem Lp | Sammensetning og fremgangsmÕte for avsvovling av gassformige eller flytende hydrokarboner, vandige systemer og blandinger derav |
| US8486183B2 (en) * | 2005-08-09 | 2013-07-16 | Exxonmobil Research And Engineering Company | Alkylamino alkyloxy (alcohol) monoalkyl ether for acid gas scrubbing process |
| RU2349627C2 (ru) * | 2005-10-27 | 2009-03-20 | Ахматфаиль Магсумович Фахриев | Средство для удаления сероводорода и/или низкомолекулярных меркаптанов и способ его использования |
| WO2010027353A1 (en) * | 2008-09-02 | 2010-03-11 | General Electric Company | Process for removing hydrogen sulfide in crude oil |
| US9394396B2 (en) * | 2011-06-21 | 2016-07-19 | Baker Hughes Incorporated | Hydrogen sulfide scavenger for use in hydrocarbons |
-
2010
- 2010-07-14 US US12/835,881 patent/US20120012505A1/en not_active Abandoned
-
2011
- 2011-07-13 HU HUE11807420A patent/HUE030422T2/en unknown
- 2011-07-13 KR KR1020137003669A patent/KR20130141438A/ko not_active Ceased
- 2011-07-13 EP EP11807420.2A patent/EP2593533B1/en active Active
- 2011-07-13 ES ES11807420.2T patent/ES2593462T3/es active Active
- 2011-07-13 BR BR112013000892-0A patent/BR112013000892B1/pt active IP Right Grant
- 2011-07-13 RU RU2013102416/04A patent/RU2557545C2/ru active
- 2011-07-13 AR ARP110102516A patent/AR082166A1/es active IP Right Grant
- 2011-07-13 PL PL11807420.2T patent/PL2593533T3/pl unknown
- 2011-07-13 WO PCT/US2011/043778 patent/WO2012009390A2/en not_active Ceased
- 2011-07-13 MX MX2013000509A patent/MX2013000509A/es active IP Right Grant
- 2011-07-13 JP JP2013519781A patent/JP5889296B2/ja active Active
- 2011-07-13 PT PT118074202T patent/PT2593533T/pt unknown
- 2011-07-13 SG SG2013003009A patent/SG187079A1/en unknown
- 2011-07-13 CA CA2805489A patent/CA2805489C/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| PT2593533T (pt) | 2016-07-29 |
| EP2593533A2 (en) | 2013-05-22 |
| SG187079A1 (en) | 2013-02-28 |
| BR112013000892A2 (pt) | 2016-05-17 |
| AR082166A1 (es) | 2012-11-14 |
| EP2593533A4 (en) | 2014-04-23 |
| EP2593533B1 (en) | 2016-07-06 |
| US20120012505A1 (en) | 2012-01-19 |
| WO2012009390A2 (en) | 2012-01-19 |
| BR112013000892B1 (pt) | 2020-10-20 |
| JP5889296B2 (ja) | 2016-03-22 |
| JP2013535530A (ja) | 2013-09-12 |
| RU2013102416A (ru) | 2014-08-20 |
| RU2557545C2 (ru) | 2015-07-27 |
| KR20130141438A (ko) | 2013-12-26 |
| MX2013000509A (es) | 2013-02-27 |
| CA2805489C (en) | 2018-05-08 |
| CA2805489A1 (en) | 2012-01-19 |
| ES2593462T3 (es) | 2016-12-09 |
| WO2012009390A3 (en) | 2012-04-19 |
| PL2593533T3 (pl) | 2016-12-30 |
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