JP4914208B2 - プロパン及び／又はイソブタンの不均一系触媒作用による部分直接酸化方法 - Google Patents
プロパン及び／又はイソブタンの不均一系触媒作用による部分直接酸化方法 Download PDFInfo
- Publication number
- JP4914208B2 JP4914208B2 JP2006505033A JP2006505033A JP4914208B2 JP 4914208 B2 JP4914208 B2 JP 4914208B2 JP 2006505033 A JP2006505033 A JP 2006505033A JP 2006505033 A JP2006505033 A JP 2006505033A JP 4914208 B2 JP4914208 B2 JP 4914208B2
- Authority
- JP
- Japan
- Prior art keywords
- propane
- gas mixture
- reaction
- isobutane
- pressure
- 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.)
- Expired - Fee Related
Links
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 158
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 title claims abstract description 116
- 238000000034 method Methods 0.000 title claims abstract description 92
- 239000001294 propane Substances 0.000 title claims abstract description 79
- 239000001282 iso-butane Substances 0.000 title claims abstract description 58
- 230000003647 oxidation Effects 0.000 title claims abstract description 25
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 25
- 238000007210 heterogeneous catalysis Methods 0.000 title claims description 18
- 239000000203 mixture Substances 0.000 claims abstract description 164
- 238000006243 chemical reaction Methods 0.000 claims abstract description 108
- 239000007789 gas Substances 0.000 claims description 170
- 230000008569 process Effects 0.000 claims description 61
- 239000012495 reaction gas Substances 0.000 claims description 47
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 43
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 41
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 40
- 239000003054 catalyst Substances 0.000 claims description 36
- 238000000926 separation method Methods 0.000 claims description 30
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 26
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 24
- 238000010521 absorption reaction Methods 0.000 claims description 24
- 229910052760 oxygen Inorganic materials 0.000 claims description 23
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 22
- 239000001301 oxygen Substances 0.000 claims description 22
- 239000011149 active material Substances 0.000 claims description 21
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 12
- 239000007791 liquid phase Substances 0.000 claims description 11
- 229910044991 metal oxide Inorganic materials 0.000 claims description 11
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 10
- 238000009833 condensation Methods 0.000 claims description 10
- 230000005494 condensation Effects 0.000 claims description 10
- 229910001882 dioxygen Inorganic materials 0.000 claims description 10
- 229910052759 nickel Inorganic materials 0.000 claims description 9
- 229910052721 tungsten Inorganic materials 0.000 claims description 9
- 230000015572 biosynthetic process Effects 0.000 claims description 8
- 239000012071 phase Substances 0.000 claims description 8
- 229910052758 niobium Inorganic materials 0.000 claims description 7
- 229910052763 palladium Inorganic materials 0.000 claims description 7
- 229910052715 tantalum Inorganic materials 0.000 claims description 7
- 238000010626 work up procedure Methods 0.000 claims description 7
- 229910052733 gallium Inorganic materials 0.000 claims description 6
- 229910052737 gold Inorganic materials 0.000 claims description 6
- 239000003701 inert diluent Substances 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 238000012546 transfer Methods 0.000 claims description 6
- 229910052779 Neodymium Inorganic materials 0.000 claims description 5
- 229910052777 Praseodymium Inorganic materials 0.000 claims description 5
- 229910052771 Terbium Inorganic materials 0.000 claims description 5
- 229910052792 caesium Inorganic materials 0.000 claims description 5
- 229910052791 calcium Inorganic materials 0.000 claims description 5
- 229910052802 copper Inorganic materials 0.000 claims description 5
- 229910052738 indium Inorganic materials 0.000 claims description 5
- 229910052741 iridium Inorganic materials 0.000 claims description 5
- 229910052697 platinum Inorganic materials 0.000 claims description 5
- 238000010791 quenching Methods 0.000 claims description 5
- 229910052702 rhenium Inorganic materials 0.000 claims description 5
- 229910052709 silver Inorganic materials 0.000 claims description 5
- 229910052712 strontium Inorganic materials 0.000 claims description 5
- 229910052719 titanium Inorganic materials 0.000 claims description 5
- 229910052725 zinc Inorganic materials 0.000 claims description 5
- 229910052782 aluminium Inorganic materials 0.000 claims description 4
- 229910052804 chromium Inorganic materials 0.000 claims description 4
- 229910052742 iron Inorganic materials 0.000 claims description 4
- 229910052745 lead Inorganic materials 0.000 claims description 4
- 229910052744 lithium Inorganic materials 0.000 claims description 4
- 229910052749 magnesium Inorganic materials 0.000 claims description 4
- 229910052748 manganese Inorganic materials 0.000 claims description 4
- 230000001590 oxidative effect Effects 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 230000000171 quenching effect Effects 0.000 claims description 4
- 229910052707 ruthenium Inorganic materials 0.000 claims description 4
- 229910052710 silicon Inorganic materials 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 229910052727 yttrium Inorganic materials 0.000 claims description 4
- 229910052726 zirconium Inorganic materials 0.000 claims description 4
- 229910052787 antimony Inorganic materials 0.000 claims description 3
- 229910052714 tellurium Inorganic materials 0.000 claims description 3
- 229910052720 vanadium Inorganic materials 0.000 claims description 3
- 229910052788 barium Inorganic materials 0.000 claims description 2
- 229910052750 molybdenum Inorganic materials 0.000 claims description 2
- 229910052703 rhodium Inorganic materials 0.000 claims description 2
- ZRLNBWWGLOPJIC-CMCGXILPSA-N 21alpha(H)-A'-Neogammacerane Chemical compound C([C@]1(C)[C@H]2CC[C@H]34)CCC(C)(C)[C@@H]1CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@H]1C(C)C ZRLNBWWGLOPJIC-CMCGXILPSA-N 0.000 claims 1
- 238000012958 reprocessing Methods 0.000 abstract 2
- 239000000047 product Substances 0.000 description 106
- 239000002250 absorbent Substances 0.000 description 23
- 230000002745 absorbent Effects 0.000 description 23
- 238000009835 boiling Methods 0.000 description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 239000010955 niobium Substances 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 12
- 239000000243 solution Substances 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 9
- 229910002091 carbon monoxide Inorganic materials 0.000 description 8
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 8
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 8
- 239000004305 biphenyl Substances 0.000 description 7
- 235000010290 biphenyl Nutrition 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 150000001335 aliphatic alkanes Chemical class 0.000 description 6
- 125000006267 biphenyl group Chemical group 0.000 description 6
- 239000003085 diluting agent Substances 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 230000006835 compression Effects 0.000 description 5
- 238000007906 compression Methods 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 5
- 230000008025 crystallization Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000002243 precursor Substances 0.000 description 5
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 4
- 230000002378 acidificating effect Effects 0.000 description 4
- 238000013459 approach Methods 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol group Chemical group OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 238000012805 post-processing Methods 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000003795 desorption Methods 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 239000011877 solvent mixture Substances 0.000 description 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910052797 bismuth Inorganic materials 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000009977 dual effect Effects 0.000 description 2
- 238000005265 energy consumption Methods 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- 239000002360 explosive Substances 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- MHCVCKDNQYMGEX-UHFFFAOYSA-N 1,1'-biphenyl;phenoxybenzene Chemical group C1=CC=CC=C1C1=CC=CC=C1.C=1C=CC=CC=1OC1=CC=CC=C1 MHCVCKDNQYMGEX-UHFFFAOYSA-N 0.000 description 1
- -1 2-ethylhexanol Chemical class 0.000 description 1
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 229910052772 Samarium Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- QGAVSDVURUSLQK-UHFFFAOYSA-N ammonium heptamolybdate Chemical compound N.N.N.N.N.N.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.[Mo].[Mo].[Mo].[Mo].[Mo].[Mo].[Mo] QGAVSDVURUSLQK-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- XFHGGMBZPXFEOU-UHFFFAOYSA-I azanium;niobium(5+);oxalate Chemical compound [NH4+].[Nb+5].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O XFHGGMBZPXFEOU-UHFFFAOYSA-I 0.000 description 1
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- XSIFPSYPOVKYCO-UHFFFAOYSA-N butyl benzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1 XSIFPSYPOVKYCO-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical class Cl* 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000013270 controlled release Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005485 electric heating Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 229940052296 esters of benzoic acid for local anesthesia Drugs 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- FXADMRZICBQPQY-UHFFFAOYSA-N orthotelluric acid Chemical compound O[Te](O)(O)(O)(O)O FXADMRZICBQPQY-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229910052706 scandium Inorganic materials 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000003746 surface roughness Effects 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Images
Classifications
-
- 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
- C07C51/215—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of saturated hydrocarbyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
- C07C57/03—Monocarboxylic acids
- C07C57/04—Acrylic acid; Methacrylic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US46113603P | 2003-04-09 | 2003-04-09 | |
| DE10316465.0 | 2003-04-09 | ||
| DE10316465A DE10316465A1 (de) | 2003-04-09 | 2003-04-09 | Verfahren der heterogen katalysierten partiellen direkten Oxidation von Propan und/oder iso-Butan |
| US60/461,136 | 2003-04-09 | ||
| PCT/EP2004/003690 WO2004089856A2 (de) | 2003-04-09 | 2004-04-07 | Verfahren der heterogen katalysierten partiellen direkten oxidation von propan und/oder iso-butan zu acrylsäure und/oder methacrylsäure |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2006522764A JP2006522764A (ja) | 2006-10-05 |
| JP2006522764A5 JP2006522764A5 (enExample) | 2011-01-27 |
| JP4914208B2 true JP4914208B2 (ja) | 2012-04-11 |
Family
ID=33160614
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006505033A Expired - Fee Related JP4914208B2 (ja) | 2003-04-09 | 2004-04-07 | プロパン及び／又はイソブタンの不均一系触媒作用による部分直接酸化方法 |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP1615870B1 (enExample) |
| JP (1) | JP4914208B2 (enExample) |
| KR (1) | KR101011086B1 (enExample) |
| AT (1) | ATE399150T1 (enExample) |
| BR (1) | BRPI0409191B1 (enExample) |
| DE (1) | DE502004007442D1 (enExample) |
| ES (1) | ES2307005T3 (enExample) |
| MY (1) | MY140509A (enExample) |
| RU (1) | RU2354643C2 (enExample) |
| SA (1) | SA04250069B1 (enExample) |
| TW (1) | TWI333486B (enExample) |
| WO (1) | WO2004089856A2 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SG160371A1 (en) † | 2005-03-08 | 2010-04-29 | Basf Ag | Method for filling a reactor |
| 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 |
| DE102007029053A1 (de) | 2007-06-21 | 2008-01-03 | Basf Ag | Verfahren der heterogen katalysierten partiellen Direktoxidation von n-Propan zu Acrylsäure |
| WO2012091865A1 (en) * | 2010-12-29 | 2012-07-05 | Rohm And Haas Company | Reactor and process for propane oxidation |
| DE102013202048A1 (de) * | 2013-02-07 | 2013-04-18 | Basf Se | Verfahren zur Herstellung einer katalytisch aktiven Masse, die ein Gemisch aus einem die Elemente Mo und V enthaltenden Multielementoxid und wenigstens einem Oxid des Molybdäns ist |
| CN108771968A (zh) * | 2018-06-14 | 2018-11-09 | 河海大学 | 多种同位素离子分离柱装置及分离方法 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000095725A (ja) * | 1998-09-24 | 2000-04-04 | Sumitomo Chem Co Ltd | 不飽和カルボン酸の製造方法 |
| JP2000514077A (ja) * | 1996-07-10 | 2000-10-24 | ビーエーエスエフ アクチェンゲゼルシャフト | アクリル酸及びメタクリル酸の精製法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19740252A1 (de) * | 1997-09-12 | 1999-03-18 | Basf Ag | Verfahren zur Herstellung von Acrylsäure und Methacrylsäure |
| CN1269776A (zh) * | 1997-10-21 | 2000-10-11 | 巴斯福股份公司 | 丙烷多相催化气相氧化制丙烯醛和/或丙烯酸的方法 |
| DE19833049A1 (de) * | 1998-07-22 | 2000-01-27 | Basf Ag | Verfahren zur Herstellung von Acrylsäure |
| DE19924532A1 (de) * | 1999-05-28 | 2000-11-30 | Basf Ag | Verfahren der fraktionierten Kondensation eines Acrylsäure enthaltenden Produktgasgemisches einer heterogen katalysierten Gasphasen-Partialoxidation von C3-Vorläufern der Acrylsäure mit molekularem Sauerstoff |
| DE10122027A1 (de) * | 2001-05-07 | 2002-05-23 | Basf Ag | Verfahren zur Herstellung von Acrylsäure durch heterogen katalysierte Partialoxidation von Propan |
| EP1193240A1 (en) * | 2000-09-29 | 2002-04-03 | Rohm And Haas Company | Recycle process in the preparation of unsaturated carboxylic acids from alkane |
-
2004
- 2004-04-05 MY MYPI20041245A patent/MY140509A/en unknown
- 2004-04-06 TW TW093109526A patent/TWI333486B/zh not_active IP Right Cessation
- 2004-04-07 RU RU2005134322/04A patent/RU2354643C2/ru not_active IP Right Cessation
- 2004-04-07 DE DE502004007442T patent/DE502004007442D1/de not_active Expired - Lifetime
- 2004-04-07 BR BRPI0409191-4A patent/BRPI0409191B1/pt not_active IP Right Cessation
- 2004-04-07 AT AT04726111T patent/ATE399150T1/de not_active IP Right Cessation
- 2004-04-07 ES ES04726111T patent/ES2307005T3/es not_active Expired - Lifetime
- 2004-04-07 SA SA4250069A patent/SA04250069B1/ar unknown
- 2004-04-07 KR KR1020057019119A patent/KR101011086B1/ko not_active Expired - Fee Related
- 2004-04-07 JP JP2006505033A patent/JP4914208B2/ja not_active Expired - Fee Related
- 2004-04-07 WO PCT/EP2004/003690 patent/WO2004089856A2/de not_active Ceased
- 2004-04-07 EP EP04726111A patent/EP1615870B1/de not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000514077A (ja) * | 1996-07-10 | 2000-10-24 | ビーエーエスエフ アクチェンゲゼルシャフト | アクリル酸及びメタクリル酸の精製法 |
| JP2000095725A (ja) * | 1998-09-24 | 2000-04-04 | Sumitomo Chem Co Ltd | 不飽和カルボン酸の製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| ATE399150T1 (de) | 2008-07-15 |
| BRPI0409191B1 (pt) | 2015-05-26 |
| SA04250069B1 (ar) | 2008-06-18 |
| BRPI0409191A (pt) | 2006-04-11 |
| MY140509A (en) | 2009-12-31 |
| EP1615870B1 (de) | 2008-06-25 |
| WO2004089856A2 (de) | 2004-10-21 |
| EP1615870A2 (de) | 2006-01-18 |
| KR20060005361A (ko) | 2006-01-17 |
| RU2005134322A (ru) | 2006-05-10 |
| DE502004007442D1 (de) | 2008-08-07 |
| RU2354643C2 (ru) | 2009-05-10 |
| TWI333486B (en) | 2010-11-21 |
| ES2307005T3 (es) | 2008-11-16 |
| JP2006522764A (ja) | 2006-10-05 |
| KR101011086B1 (ko) | 2011-01-25 |
| TW200505845A (en) | 2005-02-16 |
| WO2004089856A3 (de) | 2005-01-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP5021140B2 (ja) | アクロレイン及び／又はアクリル酸の製造方法 | |
| KR101462049B1 (ko) | 프로판으로부터 아크롤레인 또는 아크릴산 또는 이의 혼합물을 제조하는 방법 | |
| JP4783146B2 (ja) | プロピレンの少なくとも１種の部分酸化‐及び／又はアンモ酸化生成物の製法 | |
| KR101342276B1 (ko) | 프로판으로부터 아크롤레인, 아크릴산, 또는 이들의혼합물의 제조 방법 | |
| US20090076303A1 (en) | Process for selective reduction of propionic acid from (meth)acrylic acid product streams | |
| JP6478996B2 (ja) | 酸化的脱水素反応によりｎ−ブテンから１，３−ブタジエンを製造するための方法 | |
| CN103648641A (zh) | 选择性减少饱和醛的催化剂及其制备方法 | |
| JP2011088940A (ja) | プロピレンの不均一触媒部分気相酸化によるアクリル酸の製造 | |
| JP4914208B2 (ja) | プロパン及び／又はイソブタンの不均一系触媒作用による部分直接酸化方法 | |
| JP2007535511A (ja) | 少なくとも１種のｃ３−炭化水素前駆化合物を不均一系触媒により気相部分酸化することによってアクリル酸を製造する方法 | |
| JP5108536B2 (ja) | 不均一系触媒作用気相−部分酸化によって少なくとも１種の有機目標化合物を製造する方法 | |
| KR100900848B1 (ko) | 이소부탄으로부터 메타크롤레인을 제조하는 방법 | |
| US8338640B2 (en) | Heterogeneously catalyzed partial direct oxidation of propane and/or isobutane | |
| CN1226268C (zh) | 制备具有一至四个碳原子的饱和羧酸的方法和装置 | |
| US9120743B2 (en) | Integrated process for the production of acrylic acids and acrylates | |
| CN100390126C (zh) | 丙烷和/或异丁烷的非均相催化的部分直接氧化 | |
| JP5008271B2 (ja) | アルカンを原料とする不飽和カルボン酸エステルの連続製造方法 | |
| JP3737028B2 (ja) | メチルベンゼン類酸化用触媒及び芳香族アルデヒドの製造方法 | |
| RU2430083C9 (ru) | Способ получения акриловой кислоты из пропана | |
| CN101133014A (zh) | 通过非均相催化气相部分氧化制备至少一种有机目标化合物的方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20070115 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20100225 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20100303 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20100531 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20100607 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20100702 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20100903 |
|
| RD13 | Notification of appointment of power of sub attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7433 Effective date: 20100916 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20100916 |
|
| A524 | Written submission of copy of amendment under article 19 pct |
Free format text: JAPANESE INTERMEDIATE CODE: A524 Effective date: 20101202 |
|
| RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: A7424 Effective date: 20101228 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20111222 |
|
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20120120 |
|
| R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20150127 Year of fee payment: 3 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| LAPS | Cancellation because of no payment of annual fees |