CZ294020B6 - Způsob výroby kyseliny akrylové - Google Patents
Způsob výroby kyseliny akrylové Download PDFInfo
- Publication number
- CZ294020B6 CZ294020B6 CZ19952956A CZ295695A CZ294020B6 CZ 294020 B6 CZ294020 B6 CZ 294020B6 CZ 19952956 A CZ19952956 A CZ 19952956A CZ 295695 A CZ295695 A CZ 295695A CZ 294020 B6 CZ294020 B6 CZ 294020B6
- Authority
- CZ
- Czechia
- Prior art keywords
- vanadium
- copper
- catalyst
- raw material
- less
- Prior art date
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 title claims abstract description 77
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims abstract description 77
- 238000004519 manufacturing process Methods 0.000 title claims description 13
- 239000003054 catalyst Substances 0.000 claims abstract description 293
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims abstract description 124
- 229910052720 vanadium Inorganic materials 0.000 claims abstract description 107
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims abstract description 105
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 97
- 239000002994 raw material Substances 0.000 claims abstract description 95
- 239000010949 copper Substances 0.000 claims abstract description 81
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 claims abstract description 76
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims abstract description 66
- 229910052802 copper Inorganic materials 0.000 claims abstract description 65
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 claims abstract description 64
- 229910052787 antimony Inorganic materials 0.000 claims abstract description 60
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims abstract description 59
- 229910052750 molybdenum Inorganic materials 0.000 claims abstract description 50
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims abstract description 46
- 239000011733 molybdenum Substances 0.000 claims abstract description 46
- 230000003647 oxidation Effects 0.000 claims abstract description 46
- XHCLAFWTIXFWPH-UHFFFAOYSA-N [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] XHCLAFWTIXFWPH-UHFFFAOYSA-N 0.000 claims abstract description 23
- 229910001935 vanadium oxide Inorganic materials 0.000 claims abstract description 22
- 229910000410 antimony oxide Inorganic materials 0.000 claims abstract description 21
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 claims abstract description 20
- 230000003197 catalytic effect Effects 0.000 claims abstract description 17
- 239000000126 substance Substances 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 49
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 48
- 229910052718 tin Inorganic materials 0.000 claims description 48
- 230000008569 process Effects 0.000 claims description 39
- 239000007789 gas Substances 0.000 claims description 30
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 claims description 26
- 239000005751 Copper oxide Substances 0.000 claims description 26
- 229910000431 copper oxide Inorganic materials 0.000 claims description 26
- 238000002441 X-ray diffraction Methods 0.000 claims description 25
- 229910001887 tin oxide Inorganic materials 0.000 claims description 23
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 claims description 22
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 15
- 239000001301 oxygen Substances 0.000 claims description 15
- 229910052760 oxygen Inorganic materials 0.000 claims description 15
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 10
- 229910001882 dioxygen Inorganic materials 0.000 claims description 10
- 150000001463 antimony compounds Chemical class 0.000 claims description 9
- 150000003606 tin compounds Chemical class 0.000 claims description 9
- 229910052721 tungsten Inorganic materials 0.000 claims description 7
- 230000014759 maintenance of location Effects 0.000 claims description 5
- 239000011261 inert gas Substances 0.000 claims description 4
- 239000010936 titanium Substances 0.000 claims description 4
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical group [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 4
- 239000010937 tungsten Substances 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- 229910052684 Cerium Inorganic materials 0.000 claims description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 3
- 229910052788 barium Inorganic materials 0.000 claims description 3
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 239000011575 calcium Substances 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- 229910052712 strontium Inorganic materials 0.000 claims description 3
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 3
- 229910052726 zirconium Inorganic materials 0.000 claims description 3
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 claims 1
- 238000005259 measurement Methods 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 abstract description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 92
- 238000003756 stirring Methods 0.000 description 85
- 238000010438 heat treatment Methods 0.000 description 60
- 238000006243 chemical reaction Methods 0.000 description 54
- 239000000203 mixture Substances 0.000 description 49
- 238000002360 preparation method Methods 0.000 description 44
- 150000001875 compounds Chemical class 0.000 description 37
- 239000002184 metal Substances 0.000 description 37
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 33
- 229910052573 porcelain Inorganic materials 0.000 description 33
- 229910052782 aluminium Inorganic materials 0.000 description 28
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical group O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 28
- 239000002245 particle Substances 0.000 description 28
- 230000000052 comparative effect Effects 0.000 description 24
- XAYGUHUYDMLJJV-UHFFFAOYSA-Z decaazanium;dioxido(dioxo)tungsten;hydron;trioxotungsten Chemical compound [H+].[H+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].[NH4+].O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.[O-][W]([O-])(=O)=O.[O-][W]([O-])(=O)=O.[O-][W]([O-])(=O)=O.[O-][W]([O-])(=O)=O.[O-][W]([O-])(=O)=O.[O-][W]([O-])(=O)=O XAYGUHUYDMLJJV-UHFFFAOYSA-Z 0.000 description 21
- 239000000843 powder Substances 0.000 description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 229910021542 Vanadium(IV) oxide Inorganic materials 0.000 description 13
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 13
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 13
- 229940112669 cuprous oxide Drugs 0.000 description 13
- GRUMUEUJTSXQOI-UHFFFAOYSA-N vanadium dioxide Chemical compound O=[V]=O GRUMUEUJTSXQOI-UHFFFAOYSA-N 0.000 description 13
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 10
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- QHGNHLZPVBIIPX-UHFFFAOYSA-N tin(ii) oxide Chemical compound [Sn]=O QHGNHLZPVBIIPX-UHFFFAOYSA-N 0.000 description 8
- 229910002651 NO3 Inorganic materials 0.000 description 7
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 7
- QUEDYRXQWSDKKG-UHFFFAOYSA-M [O-2].[O-2].[V+5].[OH-] Chemical compound [O-2].[O-2].[V+5].[OH-] QUEDYRXQWSDKKG-UHFFFAOYSA-M 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 6
- 150000003863 ammonium salts Chemical class 0.000 description 6
- 239000011541 reaction mixture Substances 0.000 description 6
- 239000007858 starting material Substances 0.000 description 6
- 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 5
- WUJISAYEUPRJOG-UHFFFAOYSA-N molybdenum vanadium Chemical compound [V].[Mo] WUJISAYEUPRJOG-UHFFFAOYSA-N 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 4
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 230000007774 longterm Effects 0.000 description 4
- CVNKFOIOZXAFBO-UHFFFAOYSA-J tin(4+);tetrahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[Sn+4] CVNKFOIOZXAFBO-UHFFFAOYSA-J 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- -1 V 2 Os) Chemical class 0.000 description 3
- 229910052797 bismuth Inorganic materials 0.000 description 3
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 3
- 229910044991 metal oxide Inorganic materials 0.000 description 3
- 150000004706 metal oxides Chemical class 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- 229910001928 zirconium oxide Inorganic materials 0.000 description 3
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 2
- IVORCBKUUYGUOL-UHFFFAOYSA-N 1-ethynyl-2,4-dimethoxybenzene Chemical compound COC1=CC=C(C#C)C(OC)=C1 IVORCBKUUYGUOL-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- 239000005749 Copper compound Substances 0.000 description 2
- 229910017835 Sb—Sn Inorganic materials 0.000 description 2
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 2
- LJCFOYOSGPHIOO-UHFFFAOYSA-N antimony pentoxide Chemical compound O=[Sb](=O)O[Sb](=O)=O LJCFOYOSGPHIOO-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 2
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 2
- 229910000420 cerium oxide Inorganic materials 0.000 description 2
- 150000001880 copper compounds Chemical class 0.000 description 2
- 239000008246 gaseous mixture Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 description 2
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 239000001119 stannous chloride Substances 0.000 description 2
- 235000011150 stannous chloride Nutrition 0.000 description 2
- DHEQXMRUPNDRPG-UHFFFAOYSA-N strontium nitrate Chemical compound [Sr+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O DHEQXMRUPNDRPG-UHFFFAOYSA-N 0.000 description 2
- IBYSTTGVDIFUAY-UHFFFAOYSA-N vanadium monoxide Chemical compound [V]=O IBYSTTGVDIFUAY-UHFFFAOYSA-N 0.000 description 2
- OQBLGYCUQGDOOR-UHFFFAOYSA-L 1,3,2$l^{2}-dioxastannolane-4,5-dione Chemical compound O=C1O[Sn]OC1=O OQBLGYCUQGDOOR-UHFFFAOYSA-L 0.000 description 1
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 244000007853 Sarothamnus scoparius Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000000137 annealing Methods 0.000 description 1
- RPJGYLSSECYURW-UHFFFAOYSA-K antimony(3+);tribromide Chemical compound Br[Sb](Br)Br RPJGYLSSECYURW-UHFFFAOYSA-K 0.000 description 1
- VMPVEPPRYRXYNP-UHFFFAOYSA-I antimony(5+);pentachloride Chemical compound Cl[Sb](Cl)(Cl)(Cl)Cl VMPVEPPRYRXYNP-UHFFFAOYSA-I 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- PNOXNTGLSKTMQO-UHFFFAOYSA-L diacetyloxytin Chemical compound CC(=O)O[Sn]OC(C)=O PNOXNTGLSKTMQO-UHFFFAOYSA-L 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 239000012784 inorganic fiber Substances 0.000 description 1
- 238000010667 large scale reaction Methods 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000005078 molybdenum compound Substances 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- VLAPMBHFAWRUQP-UHFFFAOYSA-L molybdic acid Chemical compound O[Mo](O)(=O)=O VLAPMBHFAWRUQP-UHFFFAOYSA-L 0.000 description 1
- QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- LIYKJALVRPGQTR-UHFFFAOYSA-M oxostibanylium;chloride Chemical compound [Cl-].[Sb+]=O LIYKJALVRPGQTR-UHFFFAOYSA-M 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- RCIVOBGSMSSVTR-UHFFFAOYSA-L stannous sulfate Chemical compound [SnH2+2].[O-]S([O-])(=O)=O RCIVOBGSMSSVTR-UHFFFAOYSA-L 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229910000375 tin(II) sulfate Inorganic materials 0.000 description 1
- 229910001930 tungsten oxide Inorganic materials 0.000 description 1
- CMPGARWFYBADJI-UHFFFAOYSA-L tungstic acid Chemical compound O[W](O)(=O)=O CMPGARWFYBADJI-UHFFFAOYSA-L 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 150000003682 vanadium compounds Chemical class 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/85—Chromium, molybdenum or tungsten
- B01J23/888—Tungsten
- B01J23/8885—Tungsten containing also molybdenum
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/002—Mixed oxides other than spinels, e.g. perovskite
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/85—Chromium, molybdenum or tungsten
- B01J23/88—Molybdenum
- B01J23/885—Molybdenum and copper
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/25—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
- C07C51/252—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring of propene, butenes, acrolein or methacrolein
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2523/00—Constitutive chemical elements of heterogeneous catalysts
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27935794 | 1994-11-14 | ||
| JP27935894 | 1994-11-14 | ||
| JP29111694 | 1994-11-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CZ295695A3 CZ295695A3 (cs) | 1998-05-13 |
| CZ294020B6 true CZ294020B6 (cs) | 2004-09-15 |
Family
ID=27336652
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ19952956A CZ294020B6 (cs) | 1994-11-14 | 1995-11-09 | Způsob výroby kyseliny akrylové |
Country Status (10)
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3786297B2 (ja) * | 1995-03-03 | 2006-06-14 | 日本化薬株式会社 | 触媒の製造方法 |
| DE19815281A1 (de) | 1998-04-06 | 1999-10-07 | Basf Ag | Multimetalloxidmassen |
| DE19815280A1 (de) | 1998-04-06 | 1999-10-07 | Basf Ag | Multimetalloxidmassen |
| SG81982A1 (en) | 1998-05-18 | 2001-07-24 | Nippon Catalytic Chem Ind | Method for production of acrolein and acrylic acid |
| ID22582A (id) | 1998-05-18 | 1999-11-18 | Nippon Catalytic Chem Ind | Katalis dehidrogenasi oksidasi alkana rendah dan proses untuk memproduksi olefin |
| US6639106B1 (en) | 1999-07-23 | 2003-10-28 | Rohm And Haas Company | Process for preparing and purifying acrylic acid from propylene having improved capacity |
| US6762148B2 (en) | 1999-09-17 | 2004-07-13 | Nippon Kayaku Kabushiki Kaisha | Catalyst process of making |
| JP3883755B2 (ja) * | 1999-09-17 | 2007-02-21 | 日本化薬株式会社 | 触媒の製造方法 |
| JP3744750B2 (ja) * | 1999-12-08 | 2006-02-15 | 株式会社日本触媒 | 複合酸化物触媒およびアクリル酸の製造方法 |
| JP3744751B2 (ja) * | 1999-12-08 | 2006-02-15 | 株式会社日本触媒 | 担体、複合酸化物触媒、およびアクリル酸の製造方法 |
| US6444845B1 (en) | 2000-04-28 | 2002-09-03 | Saudia Basic Industries Corporation | Process for the oxidation of unsaturated aldehydes to produce carboxylic acids using Mo-V based catalysts |
| US6531631B1 (en) | 2000-04-28 | 2003-03-11 | Saudi Basic Industries Corporation | Oxidation of ethane to acetic acid and ethylene using molybdenum and vanadium based catalysts |
| US20040054221A1 (en) * | 2000-12-22 | 2004-03-18 | Tomoaki Kobayashi | Alkane oxidation catalyst, process for producing the same, and process for producing oxygen-containing unsaturated compound |
| JP3892244B2 (ja) * | 2001-03-21 | 2007-03-14 | 株式会社日本触媒 | 不飽和アルデヒドおよび不飽和カルボン酸製造用触媒の製造方法 |
| JP2002322116A (ja) | 2001-04-25 | 2002-11-08 | Nippon Shokubai Co Ltd | （メタ）アクリル酸の製造方法 |
| US7326802B2 (en) * | 2002-09-27 | 2008-02-05 | Basf Aktiengesellschaft | Preparation of at least one partial oxidation and/or ammoxidation product of propylene |
| JP4253176B2 (ja) * | 2002-11-12 | 2009-04-08 | 株式会社日本触媒 | アクリル酸製造用触媒およびアクリル酸の製造方法 |
| JP4813758B2 (ja) * | 2003-02-27 | 2011-11-09 | 株式会社日本触媒 | 複合酸化物触媒およびそれを用いたアクリル酸の製造方法 |
| US7642214B2 (en) | 2003-06-10 | 2010-01-05 | Nippon Kayaku Kabushiki Kaisha | Catalyst for oxidation of alkane, process for preparing thereof and process for producing unsaturated oxygen-containing compound |
| CN100430141C (zh) * | 2004-03-23 | 2008-11-05 | 三菱化学株式会社 | 复合氧化物催化剂的制备方法 |
| JP4646684B2 (ja) * | 2005-04-18 | 2011-03-09 | 株式会社日本触媒 | 気相酸化触媒およびそれを用いたアクリル酸の製造方法 |
| DE102007010422A1 (de) * | 2007-03-01 | 2008-09-04 | Basf Se | Verfahren zur Herstellung eines Katalysators bestehend aus einem Trägerkörper und einer auf der Oberfläche des Trägerkörpers aufgebrachten katalytisch aktiven Masse |
| US8507626B2 (en) * | 2007-06-13 | 2013-08-13 | Nippon Shokubai Co., Ltd. | Catalyst for producing of acrylic acid, method for producing acrylic acid using the catalyst and method for producing water-absorbent resin using the acrylic acid |
| BRPI0913336A2 (pt) * | 2008-06-02 | 2015-11-24 | Nippon Kayaku Kk | catalisador e método de produção de aldeído insaturado e ácido carboxílico insaturado |
| CN102066000A (zh) * | 2008-09-30 | 2011-05-18 | 株式会社日本触媒 | 用于制备丙烯酸的催化剂以及使用了该催化剂的丙烯酸的制备方法 |
| WO2010038677A1 (ja) * | 2008-09-30 | 2010-04-08 | 株式会社日本触媒 | アクロレインおよび／またはアクリル酸製造用の触媒および該触媒を用いたアクロレインおよび／またはアクリル酸の製造方法 |
| US8404887B2 (en) | 2008-12-26 | 2013-03-26 | Nippon Shokubai Co., Ltd. | Process for producing acrylic acid |
| JP5680373B2 (ja) * | 2010-11-01 | 2015-03-04 | 日本化薬株式会社 | 触媒及びアクリル酸の製造方法 |
| JP5845337B2 (ja) | 2012-03-29 | 2016-01-20 | 株式会社日本触媒 | 固定床多管式反応器を用いてのアクリル酸の製造方法 |
| CN103877987B (zh) * | 2012-12-19 | 2016-07-06 | 中国石油化工股份有限公司 | 丙烯酸催化剂及其制备方法 |
| CN104226328B (zh) * | 2013-06-17 | 2016-09-07 | 中国石油化工股份有限公司 | 用于丙烯酸合成的催化剂、制备方法及丙烯酸合成方法 |
| KR101609984B1 (ko) * | 2014-07-09 | 2016-04-06 | 주식회사 엘지화학 | 고성능 폴리옥소메탈레이트 촉매 및 이의 제조 방법 |
| CN105664961B (zh) * | 2014-11-20 | 2018-09-14 | 中国石油化工股份有限公司 | 丙烯酸催化剂 |
| KR101960919B1 (ko) * | 2015-08-11 | 2019-03-22 | 주식회사 엘지화학 | 고성능 폴리옥소메탈레이트 촉매 및 이의 제조 방법 |
| RU2758258C2 (ru) * | 2016-07-26 | 2021-10-27 | Басф Корпорейшн | Катализатор на носителе, монолитный катализатор селективного каталитического восстановления (scr), способ их получения и способ удаления оксидов азота |
| CN109305903A (zh) * | 2017-07-28 | 2019-02-05 | 中国石油化工股份有限公司 | 用于生产丙烯酸的方法 |
| CN110586119A (zh) * | 2018-06-12 | 2019-12-20 | 中国石油化工股份有限公司 | 用于制备丙烯酸的负载型催化剂 |
| CN110642710A (zh) * | 2018-06-27 | 2020-01-03 | 中国石油化工股份有限公司 | 丙烯醛氧化合成丙烯酸催化剂 |
| CN120322292A (zh) | 2022-12-07 | 2025-07-15 | 巴斯夫欧洲公司 | 用于制造含钼、钨、钒、铜和锑元素的催化活性多元素氧化物的方法 |
| WO2025125092A1 (de) | 2023-12-14 | 2025-06-19 | Basf Se | Verfahren zur herstellung eines die elemente mo, w, v, cu und sb enthaltenden katalytisch aktiven multielementoxids |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US387438A (en) * | 1888-08-07 | Cane-shredding machine | ||
| GB1034914A (en) * | 1964-02-05 | 1966-07-06 | Distillers Co Yeast Ltd | Improvements in or relating to the production of unsaturated aliphatic acids |
| US3736354A (en) | 1968-05-13 | 1973-05-29 | Rikagaku Kenkyusho | Process for the production of acrylic acid |
| US3867438A (en) * | 1970-10-13 | 1975-02-18 | Degussa | Process for the oxidation of {60 ,{62 -unsaturated aldehydes to {60 ,{62 -unsaturated carboxylic acids |
| US3886092A (en) * | 1971-10-19 | 1975-05-27 | Nippon Catalytic Chem Ind | Process for producing unsaturated carboxylic acids |
| USRE29901E (en) * | 1970-10-23 | 1979-02-06 | Nippon Shokubai Kagaku Kogyo Co., Ltd. | Catalyst for producing unsaturated carboxylic acids |
| US3849025A (en) | 1973-03-28 | 1974-11-19 | Gen Electric | Serpentine cooling channel construction for open-circuit liquid cooled turbine buckets |
| GB1421956A (en) * | 1973-04-16 | 1976-01-21 | Standard Oil Co | Catalysts for the conversion of unsaturated aldehydes to acids |
| IT1045704B (it) * | 1973-11-28 | 1980-06-10 | Sir Soc Italiana Resine Spa | Perfezionamenti nel procedimento di preparazione dell acido acrilico |
| US4405498A (en) * | 1979-12-17 | 1983-09-20 | Monsanto Company | Oxidation and ammoxidation catalysts |
| DE3066658D1 (en) * | 1979-12-17 | 1984-03-22 | Monsanto Co | Oxidation and ammoxidation catalysts and their use |
| CA1226271A (en) * | 1983-10-24 | 1987-09-01 | Tao P. Li | Catalysts for the oxidation and ammoxidation of olefins and their use in making acrylonitrile |
| RU2024296C1 (ru) * | 1989-11-06 | 1994-12-15 | Ниппон Сокубаи Кагаку Когио Ко., Лтд. | Способ получения акриловой кислоты и катализатор для его осуществления |
-
1995
- 1995-11-08 ES ES97114926T patent/ES2148885T3/es not_active Expired - Lifetime
- 1995-11-08 DE DE69518547T patent/DE69518547T2/de not_active Expired - Fee Related
- 1995-11-08 EP EP97114926A patent/EP0811597B1/en not_active Expired - Lifetime
- 1995-11-08 DE DE69505336T patent/DE69505336T2/de not_active Expired - Lifetime
- 1995-11-08 EP EP95117584A patent/EP0711745B1/en not_active Expired - Lifetime
- 1995-11-08 ES ES95117584T patent/ES2122423T3/es not_active Expired - Lifetime
- 1995-11-09 CZ CZ19952956A patent/CZ294020B6/cs not_active IP Right Cessation
- 1995-11-13 US US08/557,353 patent/US5739392A/en not_active Expired - Lifetime
- 1995-11-13 RU RU95119416A patent/RU2119908C1/ru not_active IP Right Cessation
- 1995-11-13 KR KR1019950041059A patent/KR100284061B1/ko not_active Expired - Fee Related
- 1995-11-13 MX MX9504740A patent/MX9504740A/es not_active IP Right Cessation
- 1995-11-14 CN CN95121666A patent/CN1071735C/zh not_active Expired - Fee Related
- 1995-11-17 TW TW084112229A patent/TW305828B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| KR960017614A (ko) | 1996-06-17 |
| TW305828B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1997-05-21 |
| EP0811597A3 (en) | 1997-12-29 |
| CN1071735C (zh) | 2001-09-26 |
| DE69518547T2 (de) | 2001-01-11 |
| DE69505336D1 (de) | 1998-11-19 |
| CN1130172A (zh) | 1996-09-04 |
| EP0811597B1 (en) | 2000-08-23 |
| RU2119908C1 (ru) | 1998-10-10 |
| EP0811597A2 (en) | 1997-12-10 |
| EP0711745B1 (en) | 1998-10-14 |
| MX9504740A (es) | 1997-04-30 |
| DE69505336T2 (de) | 1999-03-04 |
| EP0711745A1 (en) | 1996-05-15 |
| ES2122423T3 (es) | 1998-12-16 |
| US5739392A (en) | 1998-04-14 |
| DE69518547D1 (de) | 2000-09-28 |
| ES2148885T3 (es) | 2000-10-16 |
| KR100284061B1 (ko) | 2001-04-02 |
| CZ295695A3 (cs) | 1998-05-13 |
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| PD00 | Pending as of 2000-06-30 in czech republic | ||
| MM4A | Patent lapsed due to non-payment of fee |
Effective date: 20101109 |