NO128101B - - Google Patents

Info

Publication number

NO128101B

NO128101B NO57573A NO57573A NO128101B NO 128101 B NO128101 B NO 128101B NO 57573 A NO57573 A NO 57573A NO 57573 A NO57573 A NO 57573A NO 128101 B NO128101 B NO 128101B

Authority

NO

Norway

Prior art keywords

catalyst

uranium

parts

olefins

oxidation

Prior art date

1967-12-20

Links

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• 239000003054 catalyst Substances 0.000 claims description 55
• 239000000203 mixture Substances 0.000 claims description 21
• 150000001336 alkenes Chemical class 0.000 claims description 18
• 238000007254 oxidation reaction Methods 0.000 claims description 17
• 229910052770 Uranium Inorganic materials 0.000 claims description 13
• JFALSRSLKYAFGM-UHFFFAOYSA-N uranium(0) Chemical compound [U] JFALSRSLKYAFGM-UHFFFAOYSA-N 0.000 claims description 13
• 230000003647 oxidation Effects 0.000 claims description 12
• 229910052787 antimony Inorganic materials 0.000 claims description 9
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 8
• ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 8
• WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 8
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
• 229910052750 molybdenum Inorganic materials 0.000 claims description 8
• 239000011733 molybdenum Substances 0.000 claims description 8
• 239000001301 oxygen Substances 0.000 claims description 8
• 229910052760 oxygen Inorganic materials 0.000 claims description 8
• 230000003197 catalytic effect Effects 0.000 claims description 7
• 239000012190 activator Substances 0.000 claims description 6
• UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 4
• 239000002253 acid Substances 0.000 claims description 4
• 229910052742 iron Inorganic materials 0.000 claims description 4
• 150000007513 acids Chemical class 0.000 claims description 3
• 150000001993 dienes Chemical class 0.000 claims description 3
• 150000002825 nitriles Chemical class 0.000 claims description 3
• 150000001299 aldehydes Chemical class 0.000 claims description 2
• 238000005839 oxidative dehydrogenation reaction Methods 0.000 claims description 2
• QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 10
• 238000006243 chemical reaction Methods 0.000 description 9
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
• 239000000243 solution Substances 0.000 description 8
• 238000010438 heat treatment Methods 0.000 description 6
• 238000001354 calcination Methods 0.000 description 5
• JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
• 150000003839 salts Chemical class 0.000 description 5
• 239000007787 solid Substances 0.000 description 5
• HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 4
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
• 229910021529 ammonia Inorganic materials 0.000 description 4
• 125000004432 carbon atom Chemical group C* 0.000 description 4
• 230000000694 effects Effects 0.000 description 4
• 239000007789 gas Substances 0.000 description 4
• 239000000499 gel Substances 0.000 description 4
• 238000003756 stirring Methods 0.000 description 4
• VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 3
• 238000000034 method Methods 0.000 description 3
• 239000000047 product Substances 0.000 description 3
• KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
• VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
• GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 2
• UDHVNDUJDMKXJA-UHFFFAOYSA-N [Mo].[U].[Sb] Chemical class [Mo].[U].[Sb] UDHVNDUJDMKXJA-UHFFFAOYSA-N 0.000 description 2
• APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 2
• 229940010552 ammonium molybdate Drugs 0.000 description 2
• 235000018660 ammonium molybdate Nutrition 0.000 description 2
• 239000011609 ammonium molybdate Substances 0.000 description 2
• -1 antimony halides Chemical class 0.000 description 2
• 239000007864 aqueous solution Substances 0.000 description 2
• IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 2
• VCJMYUPGQJHHFU-UHFFFAOYSA-N iron(3+);trinitrate Chemical compound [Fe+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O VCJMYUPGQJHHFU-UHFFFAOYSA-N 0.000 description 2
• 229910052751 metal Inorganic materials 0.000 description 2
• 239000002184 metal Substances 0.000 description 2
• 238000002156 mixing Methods 0.000 description 2
• QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 2
• 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 2
• 238000010992 reflux Methods 0.000 description 2
• RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 2
• 235000012239 silicon dioxide Nutrition 0.000 description 2
• ZQXCQTAELHSNAT-UHFFFAOYSA-N 1-chloro-3-nitro-5-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(Cl)=CC(C(F)(F)F)=C1 ZQXCQTAELHSNAT-UHFFFAOYSA-N 0.000 description 1
• SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
• NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
• NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
• VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
• STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 description 1
• VSOYJNRFGMJBAV-UHFFFAOYSA-N N.[Mo+4] Chemical compound N.[Mo+4] VSOYJNRFGMJBAV-UHFFFAOYSA-N 0.000 description 1
• GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
• WZECUPJJEIXUKY-UHFFFAOYSA-N [O-2].[O-2].[O-2].[U+6] Chemical compound [O-2].[O-2].[O-2].[U+6] WZECUPJJEIXUKY-UHFFFAOYSA-N 0.000 description 1
• GPWHDDKQSYOYBF-UHFFFAOYSA-N ac1l2u0q Chemical compound Br[Br-]Br GPWHDDKQSYOYBF-UHFFFAOYSA-N 0.000 description 1
• 230000004913 activation Effects 0.000 description 1
• 235000011114 ammonium hydroxide Nutrition 0.000 description 1
• 229910000410 antimony oxide Inorganic materials 0.000 description 1
• 150000001491 aromatic compounds Chemical class 0.000 description 1
• 125000004429 atom Chemical group 0.000 description 1
• DAMJCWMGELCIMI-UHFFFAOYSA-N benzyl n-(2-oxopyrrolidin-3-yl)carbamate Chemical compound C=1C=CC=CC=1COC(=O)NC1CCNC1=O DAMJCWMGELCIMI-UHFFFAOYSA-N 0.000 description 1
• 230000015572 biosynthetic process Effects 0.000 description 1
• 239000006227 byproduct Substances 0.000 description 1
• 239000007795 chemical reaction product Substances 0.000 description 1
• 238000000975 co-precipitation Methods 0.000 description 1
• 238000006356 dehydrogenation reaction Methods 0.000 description 1
• 239000006185 dispersion Substances 0.000 description 1
• 239000012153 distilled water Substances 0.000 description 1
• 239000011363 dried mixture Substances 0.000 description 1
• 239000012065 filter cake Substances 0.000 description 1
• 239000001257 hydrogen Substances 0.000 description 1
• 229910052739 hydrogen Inorganic materials 0.000 description 1
• 238000005470 impregnation Methods 0.000 description 1
• 238000011065 in-situ storage Methods 0.000 description 1
• OHZZTXYKLXZFSZ-UHFFFAOYSA-I manganese(3+) 5,10,15-tris(1-methylpyridin-1-ium-4-yl)-20-(1-methylpyridin-4-ylidene)porphyrin-22-ide pentachloride Chemical compound [Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Mn+3].C1=CN(C)C=CC1=C1C(C=C2)=NC2=C(C=2C=C[N+](C)=CC=2)C([N-]2)=CC=C2C(C=2C=C[N+](C)=CC=2)=C(C=C2)N=C2C(C=2C=C[N+](C)=CC=2)=C2N=C1C=C2 OHZZTXYKLXZFSZ-UHFFFAOYSA-I 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 150000002739 metals Chemical class 0.000 description 1
• 239000005078 molybdenum compound Substances 0.000 description 1
• 150000002752 molybdenum compounds Chemical class 0.000 description 1
• 150000005673 monoalkenes Chemical class 0.000 description 1
• 229910017604 nitric acid Inorganic materials 0.000 description 1
• VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
• 239000011541 reaction mixture Substances 0.000 description 1
• 239000010802 sludge Substances 0.000 description 1
• 239000000725 suspension Substances 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
• IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 1
• 229910000439 uranium oxide Inorganic materials 0.000 description 1
• 229910002007 uranyl nitrate Inorganic materials 0.000 description 1
• 239000012808 vapor phase Substances 0.000 description 1
• 238000009736 wetting Methods 0.000 description 1