CA2684765A1 - Process for converting hydrocarbon feedstocks with electrolytic recovery of halogen - Google Patents
Process for converting hydrocarbon feedstocks with electrolytic recovery of halogen Download PDFInfo
- Publication number
- CA2684765A1 CA2684765A1 CA002684765A CA2684765A CA2684765A1 CA 2684765 A1 CA2684765 A1 CA 2684765A1 CA 002684765 A CA002684765 A CA 002684765A CA 2684765 A CA2684765 A CA 2684765A CA 2684765 A1 CA2684765 A1 CA 2684765A1
- Authority
- CA
- Canada
- Prior art keywords
- halide
- hydrogen
- halogen
- alkyl halides
- alkaline
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 229930195733 hydrocarbon Natural products 0.000 title claims abstract description 151
- 150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 151
- 229910052736 halogen Inorganic materials 0.000 title claims abstract description 97
- 150000002367 halogens Chemical class 0.000 title claims abstract description 97
- 239000004215 Carbon black (E152) Substances 0.000 title claims abstract description 67
- 238000000034 method Methods 0.000 title claims description 71
- 230000008569 process Effects 0.000 title claims description 64
- 238000011084 recovery Methods 0.000 title description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 177
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims abstract description 104
- 238000010924 continuous production Methods 0.000 claims abstract description 36
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000001301 oxygen Substances 0.000 claims abstract description 28
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 28
- 239000003345 natural gas Substances 0.000 claims abstract description 21
- 150000001412 amines Chemical class 0.000 claims abstract description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 87
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 claims description 82
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 75
- 150000001350 alkyl halides Chemical class 0.000 claims description 61
- 239000001257 hydrogen Substances 0.000 claims description 53
- 229910052739 hydrogen Inorganic materials 0.000 claims description 53
- 229910000039 hydrogen halide Inorganic materials 0.000 claims description 50
- 239000012433 hydrogen halide Substances 0.000 claims description 50
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 46
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 45
- 229910052794 bromium Inorganic materials 0.000 claims description 45
- 150000004820 halides Chemical class 0.000 claims description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 42
- 239000007789 gas Substances 0.000 claims description 39
- 238000005868 electrolysis reaction Methods 0.000 claims description 30
- 239000003513 alkali Substances 0.000 claims description 27
- 239000003245 coal Substances 0.000 claims description 26
- 239000003792 electrolyte Substances 0.000 claims description 26
- 239000000571 coke Substances 0.000 claims description 25
- 238000004519 manufacturing process Methods 0.000 claims description 21
- 239000003054 catalyst Substances 0.000 claims description 20
- 239000000543 intermediate Substances 0.000 claims description 14
- 150000003973 alkyl amines Chemical class 0.000 claims description 11
- 239000012528 membrane Substances 0.000 claims description 11
- 229920005862 polyol Polymers 0.000 claims description 11
- 150000003077 polyols Chemical class 0.000 claims description 11
- 239000002028 Biomass Substances 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 8
- 238000005341 cation exchange Methods 0.000 claims description 7
- 230000005611 electricity Effects 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 238000009792 diffusion process Methods 0.000 claims description 6
- 239000000446 fuel Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 6
- 230000006872 improvement Effects 0.000 claims description 6
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 4
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 claims description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 3
- 239000003570 air Substances 0.000 claims description 2
- 229910001882 dioxygen Inorganic materials 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 150000003738 xylenes Chemical class 0.000 claims description 2
- 229910018954 NaNH2 Inorganic materials 0.000 claims 2
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 claims 2
- 238000000926 separation method Methods 0.000 abstract description 18
- 230000015572 biosynthetic process Effects 0.000 abstract description 6
- 230000026030 halogenation Effects 0.000 abstract description 5
- 238000005658 halogenation reaction Methods 0.000 abstract description 5
- 230000008929 regeneration Effects 0.000 abstract description 3
- 238000011069 regeneration method Methods 0.000 abstract description 3
- 230000001351 cycling effect Effects 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 164
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 82
- 239000000047 product Substances 0.000 description 63
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 50
- 238000006243 chemical reaction Methods 0.000 description 33
- 238000005859 coupling reaction Methods 0.000 description 29
- 230000008878 coupling Effects 0.000 description 24
- 238000010168 coupling process Methods 0.000 description 24
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 21
- 238000005893 bromination reaction Methods 0.000 description 20
- 230000031709 bromination Effects 0.000 description 19
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 19
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 18
- FJBFPHVGVWTDIP-UHFFFAOYSA-N dibromomethane Chemical compound BrCBr FJBFPHVGVWTDIP-UHFFFAOYSA-N 0.000 description 17
- 239000002253 acid Substances 0.000 description 16
- 150000001347 alkyl bromides Chemical class 0.000 description 14
- 229940102396 methyl bromide Drugs 0.000 description 14
- 238000004821 distillation Methods 0.000 description 13
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 12
- 239000006096 absorbing agent Substances 0.000 description 11
- 238000010521 absorption reaction Methods 0.000 description 11
- -1 halide salts Chemical class 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 10
- 235000019253 formic acid Nutrition 0.000 description 10
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 9
- 150000001335 aliphatic alkanes Chemical class 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 9
- 229910002092 carbon dioxide Inorganic materials 0.000 description 9
- 150000001336 alkenes Chemical class 0.000 description 8
- 239000006227 byproduct Substances 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 7
- 238000010586 diagram Methods 0.000 description 7
- 238000007323 disproportionation reaction Methods 0.000 description 7
- 230000007062 hydrolysis Effects 0.000 description 7
- 238000006460 hydrolysis reaction Methods 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- AYJRCSIUFZENHW-UHFFFAOYSA-L barium carbonate Chemical compound [Ba+2].[O-]C([O-])=O AYJRCSIUFZENHW-UHFFFAOYSA-L 0.000 description 6
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 6
- 230000003647 oxidation Effects 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 6
- 238000010248 power generation Methods 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- 229910021529 ammonia Inorganic materials 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 239000003518 caustics Substances 0.000 description 5
- 239000001294 propane Substances 0.000 description 5
- 239000010457 zeolite Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 4
- 229910021536 Zeolite Inorganic materials 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical class [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 3
- 229940006460 bromide ion Drugs 0.000 description 3
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 239000012295 chemical reaction liquid Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 238000005235 decoking Methods 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 239000011630 iodine Substances 0.000 description 3
- 229940038384 octadecane Drugs 0.000 description 3
- 239000012074 organic phase Substances 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 238000002407 reforming Methods 0.000 description 3
- 229910001415 sodium ion Inorganic materials 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 238000001994 activation Methods 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 238000005576 amination reaction Methods 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 235000013844 butane Nutrition 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 229910002090 carbon oxide Inorganic materials 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005553 drilling Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000000638 solvent extraction Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004280 Sodium formate Substances 0.000 description 1
- UDWPONKAYSRBTJ-UHFFFAOYSA-N [He].[N] Chemical compound [He].[N] UDWPONKAYSRBTJ-UHFFFAOYSA-N 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001349 alkyl fluorides Chemical class 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000003843 chloralkali process Methods 0.000 description 1
- 238000010960 commercial process Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 230000005518 electrochemistry Effects 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000003546 flue gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000000769 gas chromatography-flame ionisation detection Methods 0.000 description 1
- 239000003502 gasoline Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000002500 ions Chemical group 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000011027 product recovery Methods 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000006057 reforming reaction Methods 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 229910009112 xH2O Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B3/00—Electrolytic production of organic compounds
- C25B3/20—Processes
- C25B3/27—Halogenation
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B1/00—Electrolytic production of inorganic compounds or non-metals
- C25B1/01—Products
- C25B1/24—Halogens or compounds thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/26—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/26—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
- C07C1/30—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms by splitting-off the elements of hydrogen halide from a single molecule
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/06—Preparation of halogenated hydrocarbons by addition of halogens combined with replacement of hydrogen atoms by halogens
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/12—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of mineral acids
- C07C29/124—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of mineral acids of halides
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10B—DESTRUCTIVE DISTILLATION OF CARBONACEOUS MATERIALS FOR PRODUCTION OF GAS, COKE, TAR, OR SIMILAR MATERIALS
- C10B53/00—Destructive distillation, specially adapted for particular solid raw materials or solid raw materials in special form
- C10B53/04—Destructive distillation, specially adapted for particular solid raw materials or solid raw materials in special form of powdered coal
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10B—DESTRUCTIVE DISTILLATION OF CARBONACEOUS MATERIALS FOR PRODUCTION OF GAS, COKE, TAR, OR SIMILAR MATERIALS
- C10B57/00—Other carbonising or coking processes; Features of destructive distillation processes in general
- C10B57/04—Other carbonising or coking processes; Features of destructive distillation processes in general using charges of special composition
- C10B57/06—Other carbonising or coking processes; Features of destructive distillation processes in general using charges of special composition containing additives
-
- 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
- C10G29/02—Non-metals
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10K—PURIFYING OR MODIFYING THE CHEMICAL COMPOSITION OF COMBUSTIBLE GASES CONTAINING CARBON MONOXIDE
- C10K3/00—Modifying the chemical composition of combustible gases containing carbon monoxide to produce an improved fuel, e.g. one of different calorific value, which may be free from carbon monoxide
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25B—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES FOR THE PRODUCTION OF COMPOUNDS OR NON-METALS; APPARATUS THEREFOR
- C25B1/00—Electrolytic production of inorganic compounds or non-metals
- C25B1/01—Products
- C25B1/02—Hydrogen or oxygen
- C25B1/04—Hydrogen or oxygen by electrolysis of water
-
- 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
- C10G2300/1011—Biomass
-
- 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
- C10G2300/1025—Natural gas
-
- 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
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/30—Aromatics
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L2924/00—Indexing scheme for arrangements or methods for connecting or disconnecting semiconductor or solid-state bodies as covered by H01L24/00
- H01L2924/013—Alloys
- H01L2924/014—Solder alloys
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/36—Hydrogen production from non-carbon containing sources, e.g. by water electrolysis
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/141—Feedstock
- Y02P20/145—Feedstock the feedstock being materials of biological origin
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Metallurgy (AREA)
- Electrochemistry (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Combustion & Propulsion (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US93022007P | 2007-05-14 | 2007-05-14 | |
| US60/930,220 | 2007-05-14 | ||
| PCT/US2008/006244 WO2008143940A2 (en) | 2007-05-14 | 2008-05-14 | Process for converting hydrocarbon feedstocks with electrolytic recovery of halogen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2684765A1 true CA2684765A1 (en) | 2008-11-27 |
Family
ID=40122241
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002684765A Abandoned CA2684765A1 (en) | 2007-05-14 | 2008-05-14 | Process for converting hydrocarbon feedstocks with electrolytic recovery of halogen |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US20080314758A1 (zh) |
| EP (1) | EP2148942A4 (zh) |
| JP (1) | JP2010527358A (zh) |
| KR (1) | KR20100027135A (zh) |
| CN (1) | CN101687725A (zh) |
| AP (1) | AP2009005040A0 (zh) |
| AU (1) | AU2008254937C1 (zh) |
| BR (1) | BRPI0811606A2 (zh) |
| CA (1) | CA2684765A1 (zh) |
| CO (1) | CO6241174A2 (zh) |
| EA (2) | EA017229B1 (zh) |
| EC (1) | ECSP099732A (zh) |
| IN (1) | IN2009DN07232A (zh) |
| MX (1) | MX2009012353A (zh) |
| NO (1) | NO20093337L (zh) |
| NZ (1) | NZ580996A (zh) |
| TN (1) | TN2009000480A1 (zh) |
| WO (1) | WO2008143940A2 (zh) |
| ZA (1) | ZA200907775B (zh) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8802908B2 (en) | 2011-10-21 | 2014-08-12 | Marathon Gtf Technology, Ltd. | Processes and systems for separate, parallel methane and higher alkanes' bromination |
| US8815050B2 (en) | 2011-03-22 | 2014-08-26 | Marathon Gtf Technology, Ltd. | Processes and systems for drying liquid bromine |
| US8829256B2 (en) | 2011-06-30 | 2014-09-09 | Gtc Technology Us, Llc | Processes and systems for fractionation of brominated hydrocarbons in the conversion of natural gas to liquid hydrocarbons |
| US9133078B2 (en) | 2010-03-02 | 2015-09-15 | Gtc Technology Us, Llc | Processes and systems for the staged synthesis of alkyl bromides |
| US9193641B2 (en) | 2011-12-16 | 2015-11-24 | Gtc Technology Us, Llc | Processes and systems for conversion of alkyl bromides to higher molecular weight hydrocarbons in circulating catalyst reactor-regenerator systems |
| US9206093B2 (en) | 2004-04-16 | 2015-12-08 | Gtc Technology Us, Llc | Process for converting gaseous alkanes to liquid hydrocarbons |
Families Citing this family (39)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7838708B2 (en) | 2001-06-20 | 2010-11-23 | Grt, Inc. | Hydrocarbon conversion process improvements |
| US20050171393A1 (en) | 2003-07-15 | 2005-08-04 | Lorkovic Ivan M. | Hydrocarbon synthesis |
| RU2366642C2 (ru) | 2003-07-15 | 2009-09-10 | Джи Ар Ти, Инк. | Синтез углеводородов |
| US8642822B2 (en) | 2004-04-16 | 2014-02-04 | Marathon Gtf Technology, Ltd. | Processes for converting gaseous alkanes to liquid hydrocarbons using microchannel reactor |
| US20060229228A1 (en) * | 2005-04-11 | 2006-10-12 | Zachary John Anthony Komon | Method of making alkoxylates |
| EA020442B1 (ru) | 2006-02-03 | 2014-11-28 | ДжиАрТи, ИНК. | Способ превращения углеводородного сырья (варианты) и система для его осуществления |
| JP2010528054A (ja) | 2007-05-24 | 2010-08-19 | ジーアールティー インコーポレイテッド | 可逆的なハロゲン化水素の捕捉及び放出を組み込んだ領域反応器 |
| US7696390B2 (en) * | 2008-06-10 | 2010-04-13 | Stauffer John E | Methanol synthesis |
| US8282810B2 (en) * | 2008-06-13 | 2012-10-09 | Marathon Gtf Technology, Ltd. | Bromine-based method and system for converting gaseous alkanes to liquid hydrocarbons using electrolysis for bromine recovery |
| US8415517B2 (en) | 2008-07-18 | 2013-04-09 | Grt, Inc. | Continuous process for converting natural gas to liquid hydrocarbons |
| US7812201B2 (en) | 2008-10-01 | 2010-10-12 | Targa Resources, Inc. | Process and catalyst for converting alkanes |
| US20100270167A1 (en) * | 2009-04-22 | 2010-10-28 | Mcfarland Eric | Process for converting hydrocarbon feedstocks with electrolytic and photoelectrocatalytic recovery of halogens |
| WO2010132325A1 (en) * | 2009-05-12 | 2010-11-18 | Shell Oil Company | An integrated process to produce hydrocarbons from natural gas containing carbon dioxide |
| US8436220B2 (en) * | 2011-06-10 | 2013-05-07 | Marathon Gtf Technology, Ltd. | Processes and systems for demethanization of brominated hydrocarbons |
| US11167242B1 (en) | 2012-05-14 | 2021-11-09 | Chemergy, Inc. | Process for desulpherization and hydrogen recovery |
| US9702049B1 (en) * | 2012-05-14 | 2017-07-11 | Melahn L. Parker | Biowaste treatment and recovery system |
| US9267212B2 (en) | 2012-07-26 | 2016-02-23 | Liquid Light, Inc. | Method and system for production of oxalic acid and oxalic acid reduction products |
| US8641885B2 (en) | 2012-07-26 | 2014-02-04 | Liquid Light, Inc. | Multiphase electrochemical reduction of CO2 |
| US10329676B2 (en) | 2012-07-26 | 2019-06-25 | Avantium Knowledge Centre B.V. | Method and system for electrochemical reduction of carbon dioxide employing a gas diffusion electrode |
| US8692019B2 (en) | 2012-07-26 | 2014-04-08 | Liquid Light, Inc. | Electrochemical co-production of chemicals utilizing a halide salt |
| US9175407B2 (en) | 2012-07-26 | 2015-11-03 | Liquid Light, Inc. | Integrated process for producing carboxylic acids from carbon dioxide |
| US20130105304A1 (en) | 2012-07-26 | 2013-05-02 | Liquid Light, Inc. | System and High Surface Area Electrodes for the Electrochemical Reduction of Carbon Dioxide |
| US9873951B2 (en) | 2012-09-14 | 2018-01-23 | Avantium Knowledge Centre B.V. | High pressure electrochemical cell and process for the electrochemical reduction of carbon dioxide |
| WO2014138252A1 (en) * | 2013-03-06 | 2014-09-12 | Ceramatec, Inc. | Method of producing coupled radical products via desulfoxylation |
| WO2014193957A1 (en) * | 2013-05-30 | 2014-12-04 | Reaction 35, Llc | Recovery of halogens by partial condensation |
| CN104947139B (zh) * | 2013-10-21 | 2017-05-03 | 中国民用航空飞行学院 | 一种煤电化液化电解方法 |
| CN103952717A (zh) * | 2014-05-07 | 2014-07-30 | 北京化工大学 | 一种光电化学分解水与有机合成相互耦合的串联反应设计方法 |
| EP3157897B1 (en) * | 2014-06-19 | 2020-09-02 | Avantium Knowledge Centre B.V. | Integrated process for co-production of carboxylic acids and halogen products from carbon dioxide |
| KR102291922B1 (ko) | 2015-04-28 | 2021-08-20 | 대우조선해양 주식회사 | 천연가스를 이용하여 중질탄화수소를 생산하는 ｆｌｎｇ 및 ｆｌｎｇ에서 천연가스를 이용하여 중질탄화수소를 생산하는 방법 |
| CN109608329A (zh) * | 2018-12-12 | 2019-04-12 | 浙江大学 | 一种低溴排放的对苯二甲酸生产方法 |
| WO2021198166A1 (en) | 2020-03-30 | 2021-10-07 | Total Se | Gas to olefins process with coproduction of hydrogen together with heat integration process |
| US11739035B2 (en) | 2020-03-30 | 2023-08-29 | Totalenergies Onetech | Gas to olefins processes with coproduction of hydrogen |
| US11891706B2 (en) | 2020-03-30 | 2024-02-06 | Totalenergies Onetech | Gas to hydrogen process with co-production of carbon |
| WO2021198175A1 (en) | 2020-03-30 | 2021-10-07 | Total Se | Gas to olefins process with coproduction of hydrogen together with electrified reactional section |
| CN111607442A (zh) * | 2020-05-15 | 2020-09-01 | 重庆燃气集团股份有限公司 | 一种天然气储气调峰的综合能源利用体系及储气调峰方法 |
| WO2021239811A1 (en) | 2020-05-29 | 2021-12-02 | Total Se | Gas to methanol with coproduction of hydrogen |
| DE102020212022A1 (de) | 2020-07-09 | 2022-01-13 | Siemens Aktiengesellschaft | Verfahren und Vorrichtung zur Herstellung von Kohlenmonoxid aus Kohlendioxid |
| WO2024023016A1 (en) | 2022-07-25 | 2024-02-01 | Totalenergies Onetech | Process for the production of methanol and hydrogen from methane using a solid metal hydroxide reagent |
| CN115491697B (zh) * | 2022-10-21 | 2023-09-08 | 上海科技大学 | 一种烃类原料高效转化的方法及其装置 |
Family Cites Families (113)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2824891A (en) * | 1955-11-07 | 1958-02-25 | Universal Oil Prod Co | Surface active agents derived from aromatic aldehyde intermediates |
| DE1037137B (de) * | 1957-01-25 | 1958-08-21 | Bayer Ag | Verfahren zur Herstellung halogenhaltiger, aromatisch-aliphatischer Polyaether |
| US3562321A (en) * | 1961-10-10 | 1971-02-09 | Sun Oil Co | Preparation of oxygenated hydrocarbons |
| US3496242A (en) * | 1967-08-30 | 1970-02-17 | Fmc Corp | Oxychlorination of mixed hydrocarbons |
| US3865886A (en) * | 1973-06-20 | 1975-02-11 | Lummus Co | Production of allyl chloride |
| US4138440A (en) * | 1974-08-14 | 1979-02-06 | Mobil Oil Corporation | Conversion of liquid alcohols and ethers with a fluid mass of ZSM-5 type catalyst |
| US4071753A (en) * | 1975-03-31 | 1978-01-31 | Gte Laboratories Incorporated | Transducer for converting acoustic energy directly into optical energy |
| US4133838A (en) * | 1975-05-15 | 1979-01-09 | Pearson Research Corp. | Process for preparing hydrocarbons from methanol and phosphorus pentoxide |
| US4006169A (en) * | 1976-02-26 | 1977-02-01 | Smithkline Corporation | Epoxidation of α,β-ethylenic ketones |
| US4072733A (en) * | 1976-04-02 | 1978-02-07 | Ethyl Corporation | Conversion of methanol and dimethyl ether |
| US4133966A (en) * | 1977-12-23 | 1979-01-09 | Gulf Research & Development Company | Selective formation of ethanol from methanol, hydrogen and carbon monoxide |
| US4191618A (en) * | 1977-12-23 | 1980-03-04 | General Electric Company | Production of halogens in an electrolysis cell with catalytic electrodes bonded to an ion transporting membrane and an oxygen depolarized cathode |
| US4187255A (en) * | 1978-08-21 | 1980-02-05 | Conoco, Inc. | Process for methylating naphthalene |
| US4311865A (en) * | 1979-04-04 | 1982-01-19 | Mobil Oil Corporation | Manufacture of hydrocarbons from oxygenates |
| NL7902886A (nl) * | 1979-04-12 | 1980-10-14 | Shell Int Research | Werkwijze voor de bereiding van een koolwaterstof- mengsel. |
| US4496752A (en) * | 1979-05-03 | 1985-01-29 | The Lummus Company | Production of epoxy compounds from olefinic compounds |
| US4371716A (en) * | 1979-09-04 | 1983-02-01 | Shell Oil Company | β-(Sec-alkoxy) ethanol process |
| US4333805A (en) * | 1980-05-02 | 1982-06-08 | General Electric Company | Halogen evolution with improved anode catalyst |
| US4431856A (en) * | 1980-09-29 | 1984-02-14 | Mobil Oil Corporation | Fluid zeolite catalyst conversion of alcohols and oxygenated derivatives to hydrocarbons |
| US4373109A (en) * | 1981-08-05 | 1983-02-08 | Olah George A | Bifunctional acid-base catalyzed conversion of hetero-substituted methanes into olefins |
| US4433192A (en) * | 1981-09-01 | 1984-02-21 | Olah George A | Condensation of natural gas or methane into gasoline range hydrocarbons |
| US4568660A (en) * | 1982-01-25 | 1986-02-04 | Hercules Incorporated | Cycloolefin polymerization catalyst composition |
| US4433189A (en) * | 1982-03-18 | 1984-02-21 | Mobil Oil Corporation | Catalytic conversion of methanol to light olefins |
| US4499314A (en) * | 1982-03-31 | 1985-02-12 | Imperial Chemical Industries Plc | Methanol conversion to hydrocarbons with zeolites and cocatalysts |
| DE3216722A1 (de) * | 1982-05-05 | 1983-11-10 | Hoechst Ag, 6230 Frankfurt | 4-halomethylbenzoesaeure-alkylester-imine und verfahren zu deren herstellung |
| US4720600A (en) * | 1983-06-29 | 1988-01-19 | Mobil Oil Corporation | Production of middle distillate range hydrocarbons by light olefin upgrading |
| US4642404A (en) * | 1984-01-23 | 1987-02-10 | Mobil Oil Corporation | Conversion of olefins and paraffins to higher hydrocarbons |
| US4634800A (en) * | 1984-04-16 | 1987-01-06 | Atlantic Richfield Company | Methane conversion process |
| US4497967A (en) * | 1984-06-15 | 1985-02-05 | The Halcon Sd Group, Inc. | Process for the preparation of ethanol from methanol, carbon monoxide _and hydrogen |
| GB8429007D0 (en) * | 1984-11-16 | 1984-12-27 | British Petroleum Co Plc | Aromatics from ethane/ethylene |
| US4764356A (en) * | 1984-12-21 | 1988-08-16 | Exxon Research & Engineering Co. | Process for synthesizing a zeolite catalyst on a pH controlled basis to improve catalyst life |
| US4724275A (en) * | 1985-07-01 | 1988-02-09 | National Distillers And Chemical Corporation | Crystalline aluminosilicates and their use in the conversion of methanol to low molecular weight hydrocarbons |
| GB8518820D0 (en) * | 1985-07-25 | 1985-08-29 | British Petroleum Co Plc | Chemical process |
| US4795843A (en) * | 1985-08-26 | 1989-01-03 | Uop Inc. | Conversion of methane into larger organic hydrocarbons |
| US4732660A (en) * | 1985-09-09 | 1988-03-22 | The Dow Chemical Company | Membrane electrolyzer |
| ZA874948B (en) * | 1986-07-07 | 1989-02-22 | Mobil Oil Corp | Aromatisation of aliphatics over gallium-containing zeolites |
| US5082816A (en) * | 1986-08-28 | 1992-01-21 | The Standard Oil Company | Lead-zirconate catalysts |
| US4795848A (en) * | 1986-08-28 | 1989-01-03 | The Standard Oil Company | Method for upgrading a low molecular weight alkane with a lead-zirconate catalyst |
| US4720602A (en) * | 1986-09-08 | 1988-01-19 | Mobil Oil Corporation | Process for converting C2 to C12 aliphatics to aromatics over a zinc-activated zeolite |
| US5087787A (en) * | 1986-12-29 | 1992-02-11 | Phillips Petroleum Company | Method of oxidative conversion |
| US4795737A (en) * | 1987-03-25 | 1989-01-03 | Eastman Kodak Company | Process for the iodination of aromatic compounds over solid catalysts |
| US4808763A (en) * | 1987-08-05 | 1989-02-28 | Amoco Corporation | Process for upgrading light paraffins |
| US4804797A (en) * | 1987-08-24 | 1989-02-14 | Gas Research Institute | Production of commodity chemicals from natural gas by methane chlorination |
| US4990711A (en) * | 1988-06-23 | 1991-02-05 | Mobil Oil Corporation | Synthetic polyolefin lubricant blends having high viscosity indices |
| US4899002A (en) * | 1988-07-25 | 1990-02-06 | Mobil Oil Corp. | Integrated staged conversion of methanol to gasoline and distillate |
| US4899001A (en) * | 1988-11-21 | 1990-02-06 | Uop | Process for the simultaneous hydroconversion of a first feedstock comprising unsaturated, halogenated organic compounds and a second feedstock comprising saturated, halogenated organic compounds |
| US4895995A (en) * | 1988-12-02 | 1990-01-23 | Uop | Process for the simultaneous hydroconversion of a first feedstock comprising unsaturated, halogenated organic compounds and a second feedstock comprising saturated, halogenated organic compounds |
| US5178748A (en) * | 1988-12-22 | 1993-01-12 | Imperial Chemical Industries | Catalytic reactions using zeolites |
| US4990696A (en) * | 1988-12-29 | 1991-02-05 | Stauffer John E | Methyl alcohol process |
| US4899000A (en) * | 1989-01-27 | 1990-02-06 | Stauffer John E | Production of allyl chloride |
| US4982024A (en) * | 1989-12-26 | 1991-01-01 | Ethyl Corporation | Process for the selective dehydrohalogenation of an admixture of alkylhalides |
| US4982041A (en) * | 1990-01-10 | 1991-01-01 | Union Carbide Chemicals And Plastics Company Inc. | Double perovskite catalysts for oxidative coupling |
| US5087779A (en) * | 1990-04-25 | 1992-02-11 | Amoco Corporation | Hydrocarbon halogenation |
| US5087786A (en) * | 1990-04-25 | 1992-02-11 | Amoco Corporation | Halogen-assisted conversion of lower alkanes |
| US5068478A (en) * | 1990-05-25 | 1991-11-26 | Energia Andina, Ltd. | Producing alkenes and alkynes from alkanes and alkenes |
| GB9013859D0 (en) * | 1990-06-21 | 1990-08-15 | Ici Plc | Zeolites |
| US4988660A (en) * | 1990-06-25 | 1991-01-29 | Union Carbide Chemicals And Plastics Company Inc. | Double perovskite catalysts for oxidative coupling |
| US5082473A (en) * | 1990-07-23 | 1992-01-21 | Keefer Bowie | Extraction and concentration of a gas component |
| US5085674A (en) * | 1990-10-25 | 1992-02-04 | Union Carbide Industrial Gases Technology Corporation | Duplex adsorption process |
| ATE139988T1 (de) * | 1990-12-06 | 1996-07-15 | Occidental Chem Co | Verfahren zur herstellung von ethylen oder einer mischung von ethylen und vinylchlorid |
| US5188725A (en) * | 1991-03-15 | 1993-02-23 | Mobil Oil Corporation | Fluidized catalyst process for production and etherification of olefins |
| US5276240A (en) * | 1991-10-18 | 1994-01-04 | Board Of Regents, The University Of Texas System | Catalytic hydrodehalogenation of polyhalogenated hydrocarbons |
| US5385650A (en) * | 1991-11-12 | 1995-01-31 | Great Lakes Chemical Corporation | Recovery of bromine and preparation of hypobromous acid from bromide solution |
| US6169218B1 (en) * | 1992-02-10 | 2001-01-02 | Catalytic Distillation Technologies | Selective hydrogenation of highly unsaturated compounds in hydrocarbon streams |
| US5185479A (en) * | 1992-04-21 | 1993-02-09 | Stauffer John E | Process for methyl alcohol |
| CA2097090A1 (en) * | 1992-06-02 | 1993-12-03 | Quang N. Le | Process for the production of tertiary alkyl ether rich fcc gasoline |
| US5284990A (en) * | 1992-07-16 | 1994-02-08 | Stratco, Inc. | Method for converting a hydrogen fluoride alkylation unit to a sulfuric acid alkylation unit |
| US5276242A (en) * | 1992-08-26 | 1994-01-04 | Phillips Petroleum Company | Alkylation process |
| US5276226A (en) * | 1992-10-05 | 1994-01-04 | Exxon Research & Engineering Company | Low temperature halogenation of alkanes |
| TW291486B (zh) * | 1992-12-17 | 1996-11-21 | Exxon Chemical Patents Inc | |
| US5470377A (en) * | 1993-03-08 | 1995-11-28 | Whitlock; David R. | Separation of solutes in gaseous solvents |
| US5382743A (en) * | 1993-04-26 | 1995-01-17 | Mobil Oil Corporation | Skeletal isomerization of n-pentenes using ZSM-35 in the presence of hydrogen |
| US5382704A (en) * | 1993-06-30 | 1995-01-17 | E. I. Du Pont De Nemours And Company | Fluorinated methyl ethers |
| US5382744A (en) * | 1993-07-12 | 1995-01-17 | Phillips Petroleum Company | Control of synthetic isopentane production during alkylation of amylenes |
| US5500297A (en) * | 1993-08-09 | 1996-03-19 | The Trustees Of Princeton University | Electron acceptor compositions technical field |
| US5600045A (en) * | 1993-12-02 | 1997-02-04 | The Dow Chemical Company | Process for conversion of crude hydrocarbon mixtures |
| EP0704424B1 (en) * | 1994-09-28 | 1998-12-30 | Showa Denko Kabushiki Kaisha | 3-Alkoxypropionic ester derivative, olefin polymerization catalyst, and process for preparation of polyolefin |
| GB2294262B (en) * | 1994-10-20 | 1998-07-08 | Evc Tech Ag | Single stage fixed bed oxychlorination of ethylene |
| US5489727A (en) * | 1994-10-28 | 1996-02-06 | Phillips Petroleum Company | Isopentane disproportionation |
| US5486627A (en) * | 1994-12-02 | 1996-01-23 | The Dow Chemical Company | Method for producing epoxides |
| US5600043A (en) * | 1995-03-27 | 1997-02-04 | The Geon Company | Oxychlorination process |
| AU4639896A (en) * | 1995-05-01 | 1996-11-21 | E.I. Du Pont De Nemours And Company | Electrochemical conversion of anhydrous hydrogen halide to h alogen gas using a cation-transporting membrane |
| JPH0977707A (ja) * | 1995-09-13 | 1997-03-25 | Hironori Ishikawa | 水熱法によるメタノール等の燃料用アルコール類の合成法 |
| US5705712A (en) * | 1995-10-05 | 1998-01-06 | Uop | Integrated process for producing diisopropyl ether, an isopropyl tertiary alkyl ether and isopropyl alcohol |
| US5705729A (en) * | 1995-11-22 | 1998-01-06 | Mobil Oil Corporation | Isoparaffin-olefin alkylation process |
| IN192223B (zh) * | 1995-12-28 | 2004-03-20 | Du Pont | |
| AU692723B2 (en) * | 1996-02-01 | 1998-06-11 | Phillips Petroleum Company | Catalyst composition and process for selecting hydrogenation of diolefins |
| US5720858A (en) * | 1996-07-17 | 1998-02-24 | The United States Of America As Represented By The United States Department Of Energy | Method for the photocatalytic conversion of methane |
| US5708246A (en) * | 1996-08-28 | 1998-01-13 | Battelle Memorial Institute | Method of photocatalytic conversion of C-H organics |
| US6018088A (en) * | 1997-05-07 | 2000-01-25 | Olah; George A. | Superacid catalyzed formylation-rearrangement of saturated hydrocarbons |
| DE19755636A1 (de) * | 1997-12-15 | 1999-06-17 | Bayer Ag | Verfahren zur elektrochemischen Aufarbeitung von HCl-Gas zu hochreinem Chlor |
| US5998679A (en) * | 1998-05-20 | 1999-12-07 | Jlm Technology, Ltd. | Methods for converting lower alkanes and alkanes to alcohols and diols |
| EP0999183B1 (fr) * | 1998-11-02 | 2003-06-18 | Institut Francais Du Petrole | Procédé de préparation d'une zéolithe de type structural EUO a l'aide de precurseurs du structurant et son utilisation comme catalyseur d'isomerisation des AC8 |
| DK0999182T3 (da) * | 1998-11-02 | 2003-07-14 | Inst Francais Du Petrole | Fremgangsmåde til fremstilling af en zeolit af strukturtypen EUO ved hjælp af kim af zeolitiske materialer og anvendelse heraf som katalysator til isomerisering af aromatiske forbindelser med otte carbonatomer |
| US6936565B2 (en) * | 1999-01-12 | 2005-08-30 | Hyperion Catalysis International, Inc. | Modified carbide and oxycarbide containing catalysts and methods of making and using thereof |
| FR2793706B1 (fr) * | 1999-05-18 | 2001-08-03 | Total Raffinage Distribution | Support catalytique a base d'oxyde d'un metal du groupe ivb de la classification periodique des elements, sa preparation et ses utilisations |
| US6680415B1 (en) * | 1999-11-22 | 2004-01-20 | Dow Global Technologies Inc. | Oxyhalogenation process using catalyst having porous rare earth halide support |
| IT1317753B1 (it) * | 2000-02-02 | 2003-07-15 | Nora S P A Ora De Nora Impiant | Cella di elettrolisi con elettrodo a diffusione di gas. |
| DE60130758T2 (de) * | 2000-05-31 | 2008-05-21 | Chevron U.S.A. Inc., San Ramon | Zeolith ssz-53 |
| FR2813809B1 (fr) * | 2000-09-11 | 2003-07-25 | Air Liquide | Colonne a garnissage d'echange de chaleur et/ou de matiere |
| CA2392461A1 (en) * | 2000-11-29 | 2002-06-06 | Vinnolit Technologie Gmbh & Co. Kg | Process for purifying 1,2-dichloroethane |
| US6511526B2 (en) * | 2001-01-12 | 2003-01-28 | Vbox, Incorporated | Pressure swing adsorption gas separation method and apparatus |
| US6509485B2 (en) * | 2001-02-22 | 2003-01-21 | Sri International | Preparation of epoxides from alkanes using lanthanide-promoted silver catalysts |
| KR100886284B1 (ko) * | 2001-05-23 | 2009-03-04 | 다우 글로벌 테크놀로지스 인크. | Ｃ3＋ 탄화수소의 산화성 할로겐화 및 임의의 탈수소화 |
| US7161050B2 (en) * | 2001-06-20 | 2007-01-09 | Grt, Inc. | Method and apparatus for synthesizing olefins, alcohols, ethers, and aldehydes |
| US6685821B2 (en) * | 2001-08-29 | 2004-02-03 | Giner Electrochemical Systems, Llc | Method and system for producing high-pressure hydrogen |
| RU2366642C2 (ru) * | 2003-07-15 | 2009-09-10 | Джи Ар Ти, Инк. | Синтез углеводородов |
| GB0320684D0 (en) * | 2003-09-03 | 2003-10-01 | Bp Chem Int Ltd | Process |
| US6838576B1 (en) * | 2003-10-23 | 2005-01-04 | 3M Innovative Properties Company | Process for preparing functional group-containing olefinic compounds |
| US20060100469A1 (en) * | 2004-04-16 | 2006-05-11 | Waycuilis John J | Process for converting gaseous alkanes to olefins and liquid hydrocarbons |
| AU2005237458B2 (en) * | 2004-04-16 | 2011-10-13 | Gtc Technology Us, Llc | Process for converting gaseous alkanes to liquid hydrocarbons |
| US7244867B2 (en) * | 2004-04-16 | 2007-07-17 | Marathon Oil Company | Process for converting gaseous alkanes to liquid hydrocarbons |
| EA020442B1 (ru) * | 2006-02-03 | 2014-11-28 | ДжиАрТи, ИНК. | Способ превращения углеводородного сырья (варианты) и система для его осуществления |
-
2008
- 2008-05-14 AP AP2009005040A patent/AP2009005040A0/en unknown
- 2008-05-14 MX MX2009012353A patent/MX2009012353A/es unknown
- 2008-05-14 EP EP08754498A patent/EP2148942A4/en not_active Withdrawn
- 2008-05-14 IN IN7232DEN2009 patent/IN2009DN07232A/en unknown
- 2008-05-14 WO PCT/US2008/006244 patent/WO2008143940A2/en active Application Filing
- 2008-05-14 CN CN200880016076A patent/CN101687725A/zh active Pending
- 2008-05-14 AU AU2008254937A patent/AU2008254937C1/en not_active Expired - Fee Related
- 2008-05-14 EA EA200970960A patent/EA017229B1/ru not_active IP Right Cessation
- 2008-05-14 JP JP2010508428A patent/JP2010527358A/ja active Pending
- 2008-05-14 US US12/152,515 patent/US20080314758A1/en not_active Abandoned
- 2008-05-14 NZ NZ580996A patent/NZ580996A/en not_active IP Right Cessation
- 2008-05-14 CA CA002684765A patent/CA2684765A1/en not_active Abandoned
- 2008-05-14 EA EA201200888A patent/EA201200888A1/ru unknown
- 2008-05-14 KR KR1020097025908A patent/KR20100027135A/ko not_active Application Discontinuation
- 2008-05-14 BR BRPI0811606A patent/BRPI0811606A2/pt not_active IP Right Cessation
-
2009
- 2009-11-05 ZA ZA200907775A patent/ZA200907775B/xx unknown
- 2009-11-10 TN TNP2009000480A patent/TN2009000480A1/fr unknown
- 2009-11-13 CO CO09129699A patent/CO6241174A2/es not_active Application Discontinuation
- 2009-11-13 EC EC2009009732A patent/ECSP099732A/es unknown
- 2009-11-13 NO NO20093337A patent/NO20093337L/no not_active Application Discontinuation
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9206093B2 (en) | 2004-04-16 | 2015-12-08 | Gtc Technology Us, Llc | Process for converting gaseous alkanes to liquid hydrocarbons |
| US9133078B2 (en) | 2010-03-02 | 2015-09-15 | Gtc Technology Us, Llc | Processes and systems for the staged synthesis of alkyl bromides |
| US8815050B2 (en) | 2011-03-22 | 2014-08-26 | Marathon Gtf Technology, Ltd. | Processes and systems for drying liquid bromine |
| US8829256B2 (en) | 2011-06-30 | 2014-09-09 | Gtc Technology Us, Llc | Processes and systems for fractionation of brominated hydrocarbons in the conversion of natural gas to liquid hydrocarbons |
| US8802908B2 (en) | 2011-10-21 | 2014-08-12 | Marathon Gtf Technology, Ltd. | Processes and systems for separate, parallel methane and higher alkanes' bromination |
| US9193641B2 (en) | 2011-12-16 | 2015-11-24 | Gtc Technology Us, Llc | Processes and systems for conversion of alkyl bromides to higher molecular weight hydrocarbons in circulating catalyst reactor-regenerator systems |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2148942A4 (en) | 2011-11-09 |
| EA200970960A1 (ru) | 2010-04-30 |
| TN2009000480A1 (en) | 2011-03-31 |
| EP2148942A2 (en) | 2010-02-03 |
| EA017229B1 (ru) | 2012-10-30 |
| CN101687725A (zh) | 2010-03-31 |
| KR20100027135A (ko) | 2010-03-10 |
| NZ580996A (en) | 2011-09-30 |
| ZA200907775B (en) | 2010-07-28 |
| WO2008143940A3 (en) | 2009-12-30 |
| IN2009DN07232A (zh) | 2015-07-24 |
| NO20093337L (no) | 2010-02-12 |
| WO2008143940A2 (en) | 2008-11-27 |
| CO6241174A2 (es) | 2011-01-20 |
| AU2008254937B2 (en) | 2013-01-17 |
| ECSP099732A (es) | 2010-02-26 |
| JP2010527358A (ja) | 2010-08-12 |
| MX2009012353A (es) | 2010-02-17 |
| US20080314758A1 (en) | 2008-12-25 |
| AU2008254937A1 (en) | 2008-11-27 |
| EA201200888A1 (ru) | 2013-02-28 |
| AP2009005040A0 (en) | 2009-12-31 |
| AU2008254937C1 (en) | 2013-05-30 |
| BRPI0811606A2 (pt) | 2019-09-24 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU2008254937B2 (en) | Process for converting hydrocarbon feedstocks with electrolytic recovery of halogen | |
| US20100270167A1 (en) | Process for converting hydrocarbon feedstocks with electrolytic and photoelectrocatalytic recovery of halogens | |
| CA2727545C (en) | Bromine-based method and system for converting gaseous alkanes to liquid hydrocarbons using electrolysis for bromine recovery | |
| CA2727544C (en) | Hydrogenation of multi-brominated alkanes | |
| KR101433781B1 (ko) | 탄화수소를 형성하기 위한 시스템 및 방법 | |
| US20120141356A1 (en) | Processes for converting gaseous alkanes to liquid hydrocarbons using microchannel reactor | |
| CN104271538A (zh) | 用于将硫化氢转化为二硫化碳的方法 | |
| CN115697947B (zh) | 联产碳的气体制氢工艺 | |
| WO2023220731A2 (en) | Halogen mediated production of hydrogen and carbon from hydrocarbons | |
| WO2024023016A1 (en) | Process for the production of methanol and hydrogen from methane using a solid metal hydroxide reagent |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |
Effective date: 20140514 |