JP2013535530A - 炭化水素からメルカプタンを取り除くためのαアミノエーテルの使用 - Google Patents
炭化水素からメルカプタンを取り除くためのαアミノエーテルの使用 Download PDFInfo
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- JP2013535530A JP2013535530A JP2013519781A JP2013519781A JP2013535530A JP 2013535530 A JP2013535530 A JP 2013535530A JP 2013519781 A JP2013519781 A JP 2013519781A JP 2013519781 A JP2013519781 A JP 2013519781A JP 2013535530 A JP2013535530 A JP 2013535530A
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- mercaptans
- methylene
- oxybis
- mercaptan
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- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 title claims abstract description 38
- 229930195733 hydrocarbon Natural products 0.000 title claims abstract description 21
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 21
- SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical class NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 239000012530 fluid Substances 0.000 claims abstract description 22
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims abstract description 13
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 17
- 239000003350 kerosene Substances 0.000 claims description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
- 239000010779 crude oil Substances 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 6
- -1 but not limited to Substances 0.000 claims description 6
- 239000003502 gasoline Substances 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 239000002283 diesel fuel Substances 0.000 claims description 3
- IDIOUSNRLCLSJE-UHFFFAOYSA-N 1-(piperidin-1-ylmethoxymethoxymethyl)piperidine Chemical compound C1CCCCN1COCOCN1CCCCC1 IDIOUSNRLCLSJE-UHFFFAOYSA-N 0.000 claims description 2
- RZVBLBGEAFQZRK-UHFFFAOYSA-N 1-(piperidin-1-ylmethoxymethyl)piperidine Chemical compound C1CCCCN1COCN1CCCCC1 RZVBLBGEAFQZRK-UHFFFAOYSA-N 0.000 claims description 2
- OQNXRPCNQKMMLU-UHFFFAOYSA-N 1-(pyrrolidin-1-ylmethoxymethyl)pyrrolidine Chemical compound C1CCCN1COCN1CCCC1 OQNXRPCNQKMMLU-UHFFFAOYSA-N 0.000 claims description 2
- UUTNKDYDAFKRTL-UHFFFAOYSA-N 4-(morpholin-4-ylmethoxymethoxymethyl)morpholine Chemical compound C1COCCN1COCOCN1CCOCC1 UUTNKDYDAFKRTL-UHFFFAOYSA-N 0.000 claims description 2
- XHNPTDYWWTUICE-UHFFFAOYSA-N 4-(morpholin-4-ylmethoxymethyl)morpholine Chemical compound C1COCCN1COCN1CCOCC1 XHNPTDYWWTUICE-UHFFFAOYSA-N 0.000 claims description 2
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims description 2
- HPCLZPLLUNZSGP-UHFFFAOYSA-N n-(diethylaminomethoxymethyl)-n-ethylethanamine Chemical compound CCN(CC)COCN(CC)CC HPCLZPLLUNZSGP-UHFFFAOYSA-N 0.000 claims description 2
- HCTULTWWHOHSNX-UHFFFAOYSA-N n-[(dipropylamino)methoxymethoxymethyl]-n-propylpropan-1-amine Chemical compound CCCN(CCC)COCOCN(CCC)CCC HCTULTWWHOHSNX-UHFFFAOYSA-N 0.000 claims description 2
- MSKNLENNQADLSC-UHFFFAOYSA-N n-[(dipropylamino)methoxymethyl]-n-propylpropan-1-amine Chemical compound CCCN(CCC)COCN(CCC)CCC MSKNLENNQADLSC-UHFFFAOYSA-N 0.000 claims description 2
- WUMYTJKLIVKYST-UHFFFAOYSA-N n-butyl-n-[(dibutylamino)methoxymethoxymethyl]butan-1-amine Chemical compound CCCCN(CCCC)COCOCN(CCCC)CCCC WUMYTJKLIVKYST-UHFFFAOYSA-N 0.000 claims description 2
- IVETVJOPRZJHDA-UHFFFAOYSA-N n-butyl-n-[(dibutylamino)methoxymethyl]butan-1-amine Chemical group CCCCN(CCCC)COCN(CCCC)CCCC IVETVJOPRZJHDA-UHFFFAOYSA-N 0.000 claims description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 2
- 239000012808 vapor phase Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 6
- 239000000203 mixture Substances 0.000 description 14
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
- 229910052717 sulfur Inorganic materials 0.000 description 7
- 239000011593 sulfur Substances 0.000 description 7
- 239000002904 solvent Substances 0.000 description 6
- 229940075419 choline hydroxide Drugs 0.000 description 5
- 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
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 4
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 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
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 description 4
- 229960001231 choline Drugs 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 239000002516 radical scavenger Substances 0.000 description 3
- 239000000126 substance Substances 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
- 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
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- LOCHFZBWPCLPAN-UHFFFAOYSA-N butane-2-thiol Chemical compound CCC(C)S LOCHFZBWPCLPAN-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
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 239000003209 petroleum derivative 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
- 150000003464 sulfur compounds Chemical class 0.000 description 2
- IHHRLHQOHWUAJZ-UHFFFAOYSA-N 1-(pyrrolidin-1-ylmethoxymethoxymethyl)pyrrolidine Chemical compound C1CCCN1COCOCN1CCCC1 IHHRLHQOHWUAJZ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 150000001260 acyclic compounds Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- OFHCOWSQAMBJIW-AVJTYSNKSA-N alfacalcidol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C OFHCOWSQAMBJIW-AVJTYSNKSA-N 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
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 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
- 125000001033 ether group Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000007789 gas Substances 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
- 238000011835 investigation Methods 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 239000010747 number 6 fuel oil Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000047 product 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
- 239000012925 reference material Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 230000019086 sulfide ion homeostasis Effects 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 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
Images
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- 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
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- 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)
Abstract
Description
N,N’−オキシビス(メチレン)ビス(N,N−ジブチルアミン)、
N,N’−(メチレンビス(オキシ)ビス(メチレン))ビス(N,N−ジブチルアミン)、
4,4’−オキシビス(メチレン)ジモルホリン、
ビス(モルホリノメトキシ)メタン、
1、1’−オキシビス(メチレン)ジピペリジン、
ビス(ピペリジノメトキシ)メタン、
N,N’−オキシビス(メチレン)ビス(N,N−ジプロピルアミン)、
N,N’−(メチレンビス(オキシ)ビス(メチレン))ビス(N,N−ジプロピルアミン)、
1、1’−オキシビス(メチレン)ジピロリジン、
ビス(ピロリジノメトキシ)メタン、
N,N’−オキシビス(メチレン)ビス(N,N−ジエチルアミン)、
Ν,Ν’−(メチレンビス(オキシ)ビス(メチレン))ビス(N,N−ジエチルアミン)、
および任意のこれらの組み合わせ。
Claims (6)
- 炭化水素流体中のメルカプタン類の量を減少させる方法であって、前記流体を、メルカプタンを非揮発性種に変換するのに十分な有効量のαアミノエーテルと接触させ、前記炭化水素液体からの揮発性種の除取を促進し、よって、蒸気相中に放出されるメルカプタン類の量を減少させる工程を含む、方法。
- 前記炭化水素流体は液体である、請求項1に記載の方法。
- 前記炭化水素流体は、原油から生成される製品、例えば、限定はされないが、ケロシン、ディーゼル燃料、ガソリン、ナフサおよび重質芳香族ナフサからなるリストから選択される、請求項1に記載の方法。
- 前記炭化水素流体中に異なる種類のメルカプタン類が存在する、請求項1に記載の方法。
- 前記αアミノエーテルは、N,N’−オキシビス(メチレン)ビス(N,N−ジブチルアミン)、N,N’−(メチレンビス(オキシ)ビス(メチレン))ビス(N,N−ジブチルアミン)、4,4’−オキシビス(メチレン)ジモルホリン、ビス(モルホリノメトキシ)メタン、1、1’−オキシビス(メチレン)ジピペリジン、ビス(ピペリジノメトキシ)メタン、N,N’−オキシビス(メチレン)ビス(N,N−ジプロピルアミン)、N,N’−(メチレンビス(オキシ)ビス(メチレン))ビス(N,N−ジプロピルアミン)、1、1’−オキシビス(メチレン)ジピロリジン、ビス(ピロリジノメトキシ)メタン、N,N’−オキシビス(メチレン)ビス(N,N−ジエチルアミン)、Ν,Ν’−(メチレンビス(オキシ)ビス(メチレン))ビス(N,N−ジエチルアミン)、および任意のこれらの組み合わせから選択される、請求項1記載の方法。
- αアミノエーテル分子のメルカプタン分子に対する比は、1:1000から1000:1の範囲内である、請求項1に記載の方法。
Applications Claiming Priority (3)
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 |
US12/835,881 | 2010-07-14 | ||
PCT/US2011/043778 WO2012009390A2 (en) | 2010-07-14 | 2011-07-13 | Use of alpha-amino ethers for the removal of mercaptans from hydrocarbons |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2013535530A true JP2013535530A (ja) | 2013-09-12 |
JP2013535530A5 JP2013535530A5 (ja) | 2014-08-28 |
JP5889296B2 JP5889296B2 (ja) | 2016-03-22 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP2013519781A Active JP5889296B2 (ja) | 2010-07-14 | 2011-07-13 | 炭化水素からメルカプタンを取り除くためのαアミノエーテルの使用 |
Country Status (15)
Country | Link |
---|---|
US (1) | US20120012505A1 (ja) |
EP (1) | EP2593533B1 (ja) |
JP (1) | JP5889296B2 (ja) |
KR (1) | KR20130141438A (ja) |
AR (1) | AR082166A1 (ja) |
BR (1) | BR112013000892B1 (ja) |
CA (1) | CA2805489C (ja) |
ES (1) | ES2593462T3 (ja) |
HU (1) | HUE030422T2 (ja) |
MX (1) | MX2013000509A (ja) |
PL (1) | PL2593533T3 (ja) |
PT (1) | PT2593533T (ja) |
RU (1) | RU2557545C2 (ja) |
SG (1) | SG187079A1 (ja) |
WO (1) | WO2012009390A2 (ja) |
Families Citing this family (4)
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JP6107660B2 (ja) * | 2010-11-30 | 2017-04-05 | 艾達索高新材料蕪湖有限公司 | 再加工可能なエポキシ樹脂のための新規薬剤 |
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 |
US10919839B2 (en) | 2017-07-11 | 2021-02-16 | Aditya Birla Chemicals (Usa) Llc | Silicon-containing compositions and their methods of use |
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 |
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JP2009504644A (ja) * | 2005-08-09 | 2009-02-05 | エクソンモービル リサーチ アンド エンジニアリング カンパニー | 酸性ガス洗浄プロセスのためのアルキルアミノアルキルオキシ(アルコール)モノアルキルエーテル |
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RU2013102416A (ru) | 2014-08-20 |
AR082166A1 (es) | 2012-11-14 |
WO2012009390A3 (en) | 2012-04-19 |
CA2805489A1 (en) | 2012-01-19 |
ES2593462T3 (es) | 2016-12-09 |
BR112013000892A2 (pt) | 2016-05-17 |
JP5889296B2 (ja) | 2016-03-22 |
WO2012009390A2 (en) | 2012-01-19 |
SG187079A1 (en) | 2013-02-28 |
CA2805489C (en) | 2018-05-08 |
EP2593533B1 (en) | 2016-07-06 |
MX2013000509A (es) | 2013-02-27 |
EP2593533A2 (en) | 2013-05-22 |
KR20130141438A (ko) | 2013-12-26 |
BR112013000892B1 (pt) | 2020-10-20 |
PT2593533T (pt) | 2016-07-29 |
PL2593533T3 (pl) | 2016-12-30 |
EP2593533A4 (en) | 2014-04-23 |
HUE030422T2 (en) | 2017-05-29 |
US20120012505A1 (en) | 2012-01-19 |
RU2557545C2 (ru) | 2015-07-27 |
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