WO2013075021A1 - Device and method for upgrading petroleum feedstocks using an alkali metal conductive membrane - Google Patents
Device and method for upgrading petroleum feedstocks using an alkali metal conductive membrane Download PDFInfo
- Publication number
- WO2013075021A1 WO2013075021A1 PCT/US2012/065670 US2012065670W WO2013075021A1 WO 2013075021 A1 WO2013075021 A1 WO 2013075021A1 US 2012065670 W US2012065670 W US 2012065670W WO 2013075021 A1 WO2013075021 A1 WO 2013075021A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- oil feedstock
- alkali metal
- chamber
- feedstock
- oil
- Prior art date
Links
- 229910052783 alkali metal Inorganic materials 0.000 title claims abstract description 189
- 150000001340 alkali metals Chemical class 0.000 title claims abstract description 188
- 238000000034 method Methods 0.000 title claims description 63
- 239000003208 petroleum Substances 0.000 title description 11
- 239000012528 membrane Substances 0.000 title description 8
- 238000006243 chemical reaction Methods 0.000 claims abstract description 79
- 229910001385 heavy metal Inorganic materials 0.000 claims abstract description 61
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 51
- 150000002500 ions Chemical class 0.000 claims abstract description 28
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 25
- 229910001413 alkali metal ion Inorganic materials 0.000 claims abstract description 23
- 150000002430 hydrocarbons Chemical class 0.000 claims description 46
- 239000002253 acid Substances 0.000 claims description 45
- 229930195733 hydrocarbon Natural products 0.000 claims description 45
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 41
- 239000004215 Carbon black (E152) Substances 0.000 claims description 38
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 38
- 229910052717 sulfur Inorganic materials 0.000 claims description 38
- 239000011734 sodium Substances 0.000 claims description 33
- 239000011593 sulfur Substances 0.000 claims description 33
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 27
- 229910052708 sodium Inorganic materials 0.000 claims description 26
- 150000007513 acids Chemical class 0.000 claims description 24
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 24
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 17
- 229910052744 lithium Inorganic materials 0.000 claims description 17
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 12
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 9
- 238000011065 in-situ storage Methods 0.000 claims description 8
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 8
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 6
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 6
- 238000002844 melting Methods 0.000 claims description 5
- 230000008018 melting Effects 0.000 claims description 5
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 3
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 239000001273 butane Substances 0.000 claims description 3
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 3
- 150000001993 dienes Chemical class 0.000 claims description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 3
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 claims description 3
- 239000001294 propane Substances 0.000 claims description 3
- 229910045601 alloy Inorganic materials 0.000 claims description 2
- 239000000956 alloy Substances 0.000 claims description 2
- 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 abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 abstract description 7
- 239000003921 oil Substances 0.000 description 181
- 239000000047 product Substances 0.000 description 73
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 45
- 230000008569 process Effects 0.000 description 30
- 229910052757 nitrogen Inorganic materials 0.000 description 29
- 239000000463 material Substances 0.000 description 27
- 239000001257 hydrogen Substances 0.000 description 23
- 229910052739 hydrogen Inorganic materials 0.000 description 23
- 229910052751 metal Chemical group 0.000 description 21
- 239000002184 metal Chemical group 0.000 description 21
- 229910001868 water Inorganic materials 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 238000000926 separation method Methods 0.000 description 15
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 14
- 150000002739 metals Chemical class 0.000 description 14
- 125000005608 naphthenic acid group Chemical group 0.000 description 14
- 238000006722 reduction reaction Methods 0.000 description 12
- 150000003839 salts Chemical class 0.000 description 12
- 239000007789 gas Substances 0.000 description 11
- 230000009467 reduction Effects 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000003079 shale oil Substances 0.000 description 9
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 8
- -1 alkali metal nitrides Chemical class 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 239000001569 carbon dioxide Substances 0.000 description 8
- 229910002092 carbon dioxide Inorganic materials 0.000 description 8
- 239000000446 fuel Substances 0.000 description 8
- 108091006110 nucleoid-associated proteins Proteins 0.000 description 8
- 238000012545 processing Methods 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 7
- 229910010272 inorganic material Inorganic materials 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 229910052979 sodium sulfide Inorganic materials 0.000 description 7
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 7
- 230000008901 benefit Effects 0.000 description 6
- 238000005868 electrolysis reaction Methods 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 5
- 239000011147 inorganic material Substances 0.000 description 5
- 239000003345 natural gas Substances 0.000 description 5
- 238000001991 steam methane reforming Methods 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- 239000010426 asphalt Substances 0.000 description 4
- 239000000295 fuel oil Substances 0.000 description 4
- 150000002431 hydrogen Chemical class 0.000 description 4
- 150000007522 mineralic acids Chemical class 0.000 description 4
- 229910052759 nickel Inorganic materials 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- 238000005192 partition Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 229910002091 carbon monoxide Inorganic materials 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000004907 flux Effects 0.000 description 3
- 229920000620 organic polymer Polymers 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000002574 poison Substances 0.000 description 3
- 231100000614 poison Toxicity 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 229910001415 sodium ion Inorganic materials 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- 229910000873 Beta-alumina solid electrolyte Inorganic materials 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 229910000733 Li alloy Inorganic materials 0.000 description 2
- 229910001216 Li2S Inorganic materials 0.000 description 2
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 2
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
- 229910000528 Na alloy Inorganic materials 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 2
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 2
- 229910001882 dioxygen Inorganic materials 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-M hydrosulfide Chemical compound [SH-] RWSOTUBLDIXVET-UHFFFAOYSA-M 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 229910001416 lithium ion Inorganic materials 0.000 description 2
- 229910003002 lithium salt Inorganic materials 0.000 description 2
- 159000000002 lithium salts Chemical class 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229910000069 nitrogen hydride Inorganic materials 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000007348 radical reaction Methods 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 230000000630 rising effect Effects 0.000 description 2
- 150000004763 sulfides Chemical class 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052720 vanadium Inorganic materials 0.000 description 2
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 2
- RPAJSBKBKSSMLJ-DFWYDOINSA-N (2s)-2-aminopentanedioic acid;hydrochloride Chemical class Cl.OC(=O)[C@@H](N)CCC(O)=O RPAJSBKBKSSMLJ-DFWYDOINSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- OHLUUHNLEMFGTQ-UHFFFAOYSA-N N-methylacetamide Chemical compound CNC(C)=O OHLUUHNLEMFGTQ-UHFFFAOYSA-N 0.000 description 1
- 229910003296 Ni-Mo Inorganic materials 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 238000003915 air pollution Methods 0.000 description 1
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 1
- 229910052977 alkali metal sulfide Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 239000010406 cathode material Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- IVMYJDGYRUAWML-UHFFFAOYSA-N cobalt(ii) oxide Chemical class [Co]=O IVMYJDGYRUAWML-UHFFFAOYSA-N 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- RLMGYIOTPQVQJR-UHFFFAOYSA-N cyclohexane-1,3-diol Chemical compound OC1CCCC(O)C1 RLMGYIOTPQVQJR-UHFFFAOYSA-N 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- 229940113088 dimethylacetamide Drugs 0.000 description 1
- GUVUOGQBMYCBQP-UHFFFAOYSA-N dmpu Chemical compound CN1CCCN(C)C1=O GUVUOGQBMYCBQP-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 229940031098 ethanolamine Drugs 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002608 ionic liquid Substances 0.000 description 1
- GLNWILHOFOBOFD-UHFFFAOYSA-N lithium sulfide Chemical compound [Li+].[Li+].[S-2] GLNWILHOFOBOFD-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000001465 metallisation Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- DDTIGTPWGISMKL-UHFFFAOYSA-N molybdenum nickel Chemical compound [Ni].[Mo] DDTIGTPWGISMKL-UHFFFAOYSA-N 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- AJFDBNQQDYLMJN-UHFFFAOYSA-N n,n-diethylacetamide Chemical compound CCN(CC)C(C)=O AJFDBNQQDYLMJN-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910000480 nickel oxide Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000004058 oil shale Substances 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- GNRSAWUEBMWBQH-UHFFFAOYSA-N oxonickel Chemical compound [Ni]=O GNRSAWUEBMWBQH-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- HYHCSLBZRBJJCH-UHFFFAOYSA-M sodium hydrosulfide Chemical compound [Na+].[SH-] HYHCSLBZRBJJCH-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000002594 sorbent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 238000005987 sulfurization reaction Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- ISXOBTBCNRIIQO-UHFFFAOYSA-N tetrahydrothiophene 1-oxide Chemical compound O=S1CCCC1 ISXOBTBCNRIIQO-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-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
- C10G32/00—Refining of hydrocarbon oils by electric or magnetic means, by irradiation, or by using microorganisms
- C10G32/02—Refining of hydrocarbon oils by electric or magnetic means, by irradiation, or by using microorganisms by electric or magnetic means
-
- 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
- C10G29/04—Metals, or metals deposited on a carrier
-
- 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
- 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
- C10G2300/203—Naphthenic acids, TAN
Definitions
- the nitrogen product is removed in the form of ammonia gas (NH 3 ) which may be vented and recovered, whereas the sulfur product is removed in the form of an alkali hydro sulfide, NaHS, which is separated for further processing. Any heavy metals will also be separated out from the organic hydrocarbons by gravimetric separation techniques.
- NH 3 ammonia gas
- NaHS alkali hydro sulfide
- Naphthenic acids are carboxylic acids present in petroleum crude or various refinery streams. These acids are responsible for corrosion in refineries.
- a common measure of acidity of petroleum is called the Total Acid Number (“TAN") value and is defined as the milligrams (mg) of potassium hydroxide needed to neutralize the acid in one gram of the petroleum material. (Other acids found in the oil feedstock may also contribute to the TAN value). All petroleum streams with TAN >1 are called high TAN.
- NAPs are a mixture of many different compounds and cannot be separated via distillation.
- high TAN crudes are discounted over Brent Crude prices. For example, Doba crude with a TAN of 4.7 is discounted by $19 per barrel on a base price of $80 for Brent crude.
- the reaction between the alkali metal and the oil feedstock may occur at a pressure that is between barometric and about 2500 psi and/or at a temperature that is between about 100 °C temperature and 450 °C. In other embodiments, the reaction between the alkali metal and the oil feedstock occurs at a temperature that is above the melting point of the alkali metal but is lower than 450 °C. Further embodiments may utilize a catalyst in the reaction.
- the catalyst may comprise molybdenum, nickel, cobalt or alloys thereof, molybdenum oxide, nickel oxide or cobalt oxides and/or combinations thereof.
- Figure 2 shows a schematic drawing of a device that may be used to upgrade a quantity of an oil feedstock
- the oil feedstock 9 comprises a quantity of naphthenic acids 8.
- naphthenic acids 8 comprise carboxylic acids present in petroleum crude or various refinery streams. Naphthenic acids 8 are a mixture of many different compounds and cannot be separated out via distillation.
- a quantity of an alkali metal 5 is added to the chamber 3.
- the alkali metal is abbreviated as "AM."
- the alkali metal may be sodium, lithium or alloys of sodium and lithium.
- the chamber 3 may be kept at a temperature that is above the melting point of the alkali metal 5 such that the liquid alkali metal 5 may easily be added to the liquid oil feedstock.
- the reaction occurs at a temperature that is above the melting point of the alkali metal (or above a temperature of about 100 °C). In other embodiments, the temperature of the reaction is less than about 450 °C.
- these heavy metals 1 6 may then be separated and recovered (using the product separator 10).
- the heavy metals 16 in their metallic state, are inorganic materials and thus may separate out from the organic oil feedstock materials. Accordingly, the product separator 10 may use this property as a means of separating out the heavy metals 16.
- the product separator 10 may use this property as a means of separating out the heavy metals 16.
- other separation techniques may also be used to separate out the heavy metals 16.
- Once the metals 16 have been separated they may be recovered, sold, used in further processing, etc. As these metals are generally expensive commodities, the fact that such metals may be collected (and used/sold) may provide a significant commercial advantage for the owner of the feedstock.
- a single product separator 10 is shown as separating out the heavy metals 16, the inorganic acid products 13 and the inorganic sulfur/nitrogen products 17, thereby removing these materials from the upgraded oil feedstock 12a.
- multiple product separators 10 and/or separation techniques may be used to accomplish such separations.
- the alkali metal source chamber 30 has an outer wall 31 and may have an inlet 32 and outlet 33.
- An anode 36 (which is positively charged) and connected to the power source 40 (via wires 42) may be, at least partially, housed within the source chamber 30.
- Suitable materials for the cathode 26 include materials comprising, carbon, graphite, nickel, iron which are electronically conductive.
- Suitable materials for the anode 36 include materials comprising titanium, platinized titanium, carbon, graphite.
- the cathode 26 and the anode 36 are connected to the same power supply 40.
- Figure 3 shows the wires 42 exiting the chambers 20, 30 via inlets 22, 32. Such depictions are made for clarity and are not limiting.
- various solids, inorganic compounds, etc. may be formed when performing the reactions outlined herein.
- These inorganic products may comprise Na 2 S, NaN 3 , heavy metals and solid organic polymers that are formed by the radical reactions.
- the process used in conjunction with the device of Figure 3 may further involve filtering, or separating by centrifugal forces the feedstock after it has been exposed to the sodium for sufficient time to remove solids from the liquids. This separation may involve the use of a separator 80, as described below.
- the porous partition 101 if electronically conductive, may be negatively charged and serve as the current collector.
- the alkali metal 102 Once the alkali metal 102 is formed, it may flow through the porous partition 101 and may then react with the oil feedstock 50 in the manner described above.
- the reaction between the first quantity of the alkali metal 55a and the feedstock 50 is such that the alkali metal 55a reacts with the heavy metals that are in the feedstock 50.
- This reacted feedstock may then exit the chamber 20 and may pass through a product separator 80.
- the purpose of the product separator 80 is to remove the heavy metals from the oil feedstock. These heavy metals may then be recovered, sold, etc.
- the feedstock 50 (minus the heavy metals which were previously removed) may be brought back into the chamber 20.
- This chamber 20 may be the same chamber that was previously used to remove the heavy metals, or it may be a chamber 20 of a different device 100 that is positioned downstream from the product separator 80.
- the feedstock 50 (minus the heavy metals and the napthenic acids which were previously removed) may be brought back into the chamber 20.
- This chamber 20 may be the same chamber that was previously used to remove the heavy metals/napthenic acids, or it may be a chamber 20 of a different device 100 that is positioned downstream from the product separator 80.
- the oil feedstock 50 (which has had the heavy metals/napthenic acids removed) may then be reacted with a third quantity of the alkali metal 55c. This reaction with the third quantity of the alkali metal 55c removes at least one heteroatom (e.g., N, S) from the feedstock 50 to form an upgraded oil feedstock.
- heteroatom e.g., N, S
- FIG. 6 a flow diagram of a method 190 that may be used to upgrade a quantity of a first oil feedstock 50a is shown.
- the quantity of the oil feedstock 50 may be obtained.
- This oil feedstock 50 may include quantities of heavy metals, acids (such as napthenlic acid), and/or one or more heteroatoms (such as sulfur and nitrogen moieties).
- these metals/heteroatoms/acids may be removed from the oil feedstock 50a.
- the quantity of the oil feedstock 50a may be added to a chamber 1 1 0a.
- This oil feedstock 50b may then be added to a chamber 1 10b.
- the chamber 1 10b may be the same chamber as the chamber 1 10a (e.g., the oil feedstock material is re-inserted into the chamber 1 10a) or it may be a different vessel.
- the chamber 1 10b may be referred to as a "de-acidification" chamber in that the oil feedstock 50b may be de-acidified in this chamber 1 10b.
- the oil feedstock 50b is reacted with a quantity of an alkali metal (such as second quantity of the alkali metal 55b shown in Figure 5).
- This reaction with the alkali metal 55b reacts with the napthenic acid in the feedstock 50b. More specifically, the alkali metal 55b eliminates the naphtenic acid such that the reacted oil feedstock has a TAN value that is less than the TAN value of the (unreacted) oil feedstock 50a.
- this reaction involves reacting the alkali metal with a heteroatom, such as sulfur. (This reaction is described above). Once reacted, the products may be added to a product separator 80c which operates to remove inorganic sulfur products 129 from the oil feedstock, thereby producing de-sulfurized feedstock 50d.
- a heteroatom such as sulfur
- the de-acidified feedstock 150b may be added to a chamber 20 so that it may be exposed to alkali metal 155b, thereby eliminating the heteroatoms and/or the heavy metals in the feedstock 150b.
- Figure 7 shows an embodiment in which the chamber 205 used to reduce the TAN value is separate from the chamber 20 that is used to de-nitrogenize/de-sulfurize the feedstock.
- the temperature and pressure and flow rate for optimal TAN reduction may be used in the TAN vessel 205, and then different temperatures/pressures/flow rates, etc. may be used in the chamber 20 for the other chemical reactions. These different temperatures/pressures/flow rates may be matched to the reaction kinetics of the specific reactions.
- FIG. 7 illustrates that there is a significant amount of flexibility associated with the present embodiments.
- a TAN reduction chamber 205 that is designed to reduce the TAN value of the oil feedstock.
- this TAN value has been reduced (for example to a value that is less than or equal to 1 )
- other processes may be used to eliminate the heteroatoms, heavy metals, etc. associated with the oil feedstock.
- the owner of the oil feedstock can design a system that will be appropriate for processing their particular sample of hydrocarbon material.
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)
- Life Sciences & Earth Sciences (AREA)
- Microbiology (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Electrolytic Production Of Metals (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020147015890A KR101909773B1 (ko) | 2011-11-16 | 2012-11-16 | 알칼리 금속 전도성 막을 사용한 석유 공급원료의 업그레이드 장치 및 방법 |
| EP12849838.3A EP2780434B1 (en) | 2011-11-16 | 2012-11-16 | Method for upgrading petroleum feedstocks using an alkali metal conductive membrane |
| IN4302CHN2014 IN2014CN04302A (enrdf_load_stackoverflow) | 2011-11-16 | 2012-11-16 | |
| HK15103026.5A HK1202572A1 (en) | 2011-11-16 | 2012-11-16 | Device and method for upgrading petroleum feedstocks using an alkali metal conductive membrane |
| SG11201402307SA SG11201402307SA (en) | 2011-11-16 | 2012-11-16 | Device and method for upgrading petroleum feedstocks using an alkali metal conductive membrane |
| JP2014542519A JP6162711B2 (ja) | 2011-11-16 | 2012-11-16 | アルカリ金属を使用する石油原料の改質 |
| ES12849838T ES2862578T3 (es) | 2011-11-16 | 2012-11-16 | Método para mejorar las materias primas petrolíferas utilizando una membrana conductora de metales alcalinos |
| CA2855966A CA2855966C (en) | 2011-11-16 | 2012-11-16 | Device and method for upgrading petroleum feedstocks using an alkali metal conductive membrane |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161560653P | 2011-11-16 | 2011-11-16 | |
| US61/560,653 | 2011-11-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2013075021A1 true WO2013075021A1 (en) | 2013-05-23 |
Family
ID=48430219
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2012/065670 WO2013075021A1 (en) | 2011-11-16 | 2012-11-16 | Device and method for upgrading petroleum feedstocks using an alkali metal conductive membrane |
Country Status (9)
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015080999A1 (en) * | 2013-11-26 | 2015-06-04 | Ceramatec, Inc. | Methods and systems for treating petroleum feedstock containing organic acids and sulfur |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020125175A1 (en) * | 1999-06-02 | 2002-09-12 | Collins Ian Ralph | Process for reducing the acidity of oil |
| WO2002099013A2 (en) * | 2001-06-05 | 2002-12-12 | Bp Exploration Operating Company Limited | Process for deacidifying crude oil |
| US20060054538A1 (en) * | 2004-09-14 | 2006-03-16 | Exxonmobil Research And Engineering Company | Emulsion neutralization of high total acid number (TAN) crude oil |
| US20110100874A1 (en) * | 2009-11-02 | 2011-05-05 | John Howard Gordon | Upgrading of petroleum oil feedstocks using alkali metals and hydrocarbons |
| US20110155647A1 (en) * | 2009-12-30 | 2011-06-30 | Uop Llc | Process for de-acidifying hydrocarbons |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3839849B2 (ja) * | 1995-08-25 | 2006-11-01 | 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 | 原油の酸含有量及び腐食性の低下方法 |
| JP3516446B2 (ja) | 2002-04-26 | 2004-04-05 | 東京応化工業株式会社 | ホトレジスト剥離方法 |
| BRPI0405563A (pt) * | 2003-12-19 | 2005-09-20 | Shell Int Research | Métodos de produzir um produto de petróleo bruto e combustìvel de transporte, combustìvel de aquecimento, lubrificantes ou substâncias quìmicas e produto de petróleo bruto |
| US7897028B2 (en) | 2004-01-26 | 2011-03-01 | Ceramatec, Inc. | Process for the recovery of materials from a desulfurization reaction |
| US8088270B2 (en) | 2007-11-27 | 2012-01-03 | Ceramatec, Inc. | Process for recovering alkali metals and sulfur from alkali metal sulfides and polysulfides |
| US8486251B2 (en) * | 2008-08-05 | 2013-07-16 | Exxonmobil Research And Engineering Company | Process for regenerating alkali metal hydroxides by electrochemical means |
| US20100087124A1 (en) | 2008-10-07 | 2010-04-08 | Farzad Saghian | Cd repair apparatus |
| EP2394321B1 (en) * | 2009-02-03 | 2014-12-10 | Ceramatec, Inc | Electrochemical cell comprising ionically conductive ceramic membrane and porous multiphase electrode |
-
2012
- 2012-11-16 IN IN4302CHN2014 patent/IN2014CN04302A/en unknown
- 2012-11-16 CA CA2855966A patent/CA2855966C/en active Active
- 2012-11-16 CA CA2997472A patent/CA2997472C/en active Active
- 2012-11-16 JP JP2014542519A patent/JP6162711B2/ja active Active
- 2012-11-16 HK HK15103026.5A patent/HK1202572A1/xx unknown
- 2012-11-16 WO PCT/US2012/065670 patent/WO2013075021A1/en active Application Filing
- 2012-11-16 KR KR1020147015890A patent/KR101909773B1/ko active Active
- 2012-11-16 EP EP12849838.3A patent/EP2780434B1/en active Active
- 2012-11-16 SG SG11201402307SA patent/SG11201402307SA/en unknown
- 2012-11-16 ES ES12849838T patent/ES2862578T3/es active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020125175A1 (en) * | 1999-06-02 | 2002-09-12 | Collins Ian Ralph | Process for reducing the acidity of oil |
| WO2002099013A2 (en) * | 2001-06-05 | 2002-12-12 | Bp Exploration Operating Company Limited | Process for deacidifying crude oil |
| US20060054538A1 (en) * | 2004-09-14 | 2006-03-16 | Exxonmobil Research And Engineering Company | Emulsion neutralization of high total acid number (TAN) crude oil |
| US20110100874A1 (en) * | 2009-11-02 | 2011-05-05 | John Howard Gordon | Upgrading of petroleum oil feedstocks using alkali metals and hydrocarbons |
| US20110155647A1 (en) * | 2009-12-30 | 2011-06-30 | Uop Llc | Process for de-acidifying hydrocarbons |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015080999A1 (en) * | 2013-11-26 | 2015-06-04 | Ceramatec, Inc. | Methods and systems for treating petroleum feedstock containing organic acids and sulfur |
Also Published As
| Publication number | Publication date |
|---|---|
| SG11201402307SA (en) | 2014-09-26 |
| CA2997472A1 (en) | 2013-05-23 |
| ES2862578T3 (es) | 2021-10-07 |
| KR101909773B1 (ko) | 2018-10-18 |
| CA2855966C (en) | 2018-05-01 |
| CA2855966A1 (en) | 2013-05-23 |
| EP2780434A4 (en) | 2015-07-15 |
| IN2014CN04302A (enrdf_load_stackoverflow) | 2015-09-04 |
| JP2015501860A (ja) | 2015-01-19 |
| EP2780434B1 (en) | 2021-03-03 |
| KR20140096119A (ko) | 2014-08-04 |
| CA2997472C (en) | 2020-02-25 |
| EP2780434A1 (en) | 2014-09-24 |
| JP6162711B2 (ja) | 2017-07-12 |
| ES2862578T8 (es) | 2022-01-10 |
| HK1202572A1 (en) | 2015-10-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102597177B (zh) | 用碱金属和烃对石油原料的提质 | |
| EP2732010B1 (en) | Upgrading platform using alkali metals | |
| US20160369176A9 (en) | Method of preventing corrosion of oil pipelines, storage structures and piping | |
| EP2986691A1 (en) | Process to separate alkali metal salts from alkali metal reacted hydrocarbons | |
| EP2780434B1 (en) | Method for upgrading petroleum feedstocks using an alkali metal conductive membrane | |
| US9441170B2 (en) | Device and method for upgrading petroleum feedstocks and petroleum refinery streams using an alkali metal conductive membrane | |
| US9546325B2 (en) | Upgrading platform using alkali metals | |
| US8444843B2 (en) | Electrocatalytic dissociation of water for hydrodesulfurization of hydrocarbon feedstock | |
| US20170253816A1 (en) | Method for recovering alkali metal from hydrocarbon feedstocks treated with alkali metal |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 12849838 Country of ref document: EP Kind code of ref document: A1 |
|
| WWE | Wipo information: entry into national phase |
Ref document number: 2012849838 Country of ref document: EP |
|
| ENP | Entry into the national phase |
Ref document number: 2855966 Country of ref document: CA |
|
| ENP | Entry into the national phase |
Ref document number: 2014542519 Country of ref document: JP Kind code of ref document: A |
|
| NENP | Non-entry into the national phase |
Ref country code: DE |
|
| ENP | Entry into the national phase |
Ref document number: 20147015890 Country of ref document: KR Kind code of ref document: A |