UA75329C2 - Способ окисления c2-c4алкана, способ получения алкилкарбоксилата и способ получения алкенилкарбоксилата - Google Patents
Способ окисления c2-c4алкана, способ получения алкилкарбоксилата и способ получения алкенилкарбоксилата Download PDFInfo
- Publication number
- UA75329C2 UA75329C2 UA2001107246A UA2001107246A UA75329C2 UA 75329 C2 UA75329 C2 UA 75329C2 UA 2001107246 A UA2001107246 A UA 2001107246A UA 2001107246 A UA2001107246 A UA 2001107246A UA 75329 C2 UA75329 C2 UA 75329C2
- Authority
- UA
- Ukraine
- Prior art keywords
- reaction zone
- alkene
- oxidation reaction
- carboxylic acid
- water
- Prior art date
Links
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 144
- 238000000034 method Methods 0.000 title claims abstract description 124
- 150000001335 aliphatic alkanes Chemical class 0.000 title claims abstract description 37
- 230000003647 oxidation Effects 0.000 title claims description 37
- 125000005599 alkyl carboxylate group Chemical group 0.000 title claims description 9
- 150000001336 alkenes Chemical class 0.000 claims abstract description 144
- 238000006243 chemical reaction Methods 0.000 claims abstract description 127
- 239000003054 catalyst Substances 0.000 claims abstract description 94
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 88
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 84
- 239000007789 gas Substances 0.000 claims abstract description 58
- 230000001590 oxidative effect Effects 0.000 claims abstract description 38
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims abstract description 36
- 229910001882 dioxygen Inorganic materials 0.000 claims abstract description 36
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims abstract description 31
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 270
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 115
- 239000005977 Ethylene Substances 0.000 claims description 115
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical group CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 66
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 41
- -1 alkenyl carboxylate Chemical class 0.000 claims description 36
- 238000004519 manufacturing process Methods 0.000 claims description 35
- 229910002090 carbon oxide Inorganic materials 0.000 claims description 26
- 239000002994 raw material Substances 0.000 claims description 21
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 20
- 239000000463 material Substances 0.000 claims description 17
- 230000001105 regulatory effect Effects 0.000 claims description 14
- 229910052763 palladium Inorganic materials 0.000 claims description 10
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 6
- 229910052750 molybdenum Inorganic materials 0.000 claims description 6
- 239000011733 molybdenum Substances 0.000 claims description 6
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 8
- 229910052760 oxygen Inorganic materials 0.000 description 43
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 42
- 239000001301 oxygen Substances 0.000 description 42
- 239000000047 product Substances 0.000 description 42
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 36
- 230000008569 process Effects 0.000 description 26
- 239000001569 carbon dioxide Substances 0.000 description 18
- 229910002092 carbon dioxide Inorganic materials 0.000 description 18
- 229910002091 carbon monoxide Inorganic materials 0.000 description 15
- 239000000203 mixture Substances 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 230000003197 catalytic effect Effects 0.000 description 10
- 239000001307 helium Substances 0.000 description 10
- 229910052734 helium Inorganic materials 0.000 description 10
- 239000003153 chemical reaction reagent Substances 0.000 description 9
- 239000007858 starting material Substances 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 230000007423 decrease Effects 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 239000006227 byproduct Substances 0.000 description 7
- 239000011949 solid catalyst Substances 0.000 description 7
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000007429 general method Methods 0.000 description 5
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 5
- 229910052737 gold Inorganic materials 0.000 description 5
- 239000010931 gold Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 239000010936 titanium Substances 0.000 description 5
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 229910052715 tantalum Inorganic materials 0.000 description 4
- 229910052719 titanium Inorganic materials 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 229910052796 boron Inorganic materials 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 238000009434 installation Methods 0.000 description 3
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 229910052702 rhenium Inorganic materials 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 238000006137 acetoxylation reaction Methods 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- 239000000956 alloy Substances 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
- 229910052786 argon Inorganic materials 0.000 description 2
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 description 2
- 230000033228 biological regulation Effects 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 2
- 235000006408 oxalic acid Nutrition 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 2
- 238000005201 scrubbing Methods 0.000 description 2
- 229910052711 selenium Inorganic materials 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000002344 surface layer Substances 0.000 description 2
- 229910052714 tellurium Inorganic materials 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- 229910052720 vanadium Inorganic materials 0.000 description 2
- UPZFLZYXYGBAPL-UHFFFAOYSA-N 2-ethyl-2-methyl-1,3-dioxolane Chemical compound CCC1(C)OCCO1 UPZFLZYXYGBAPL-UHFFFAOYSA-N 0.000 description 1
- 239000004254 Ammonium phosphate Substances 0.000 description 1
- 229910001020 Au alloy Inorganic materials 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Inorganic materials O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 1
- 235000019289 ammonium phosphates Nutrition 0.000 description 1
- 238000004458 analytical method Methods 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
- WPEJSSRSFRWYJB-UHFFFAOYSA-K azanium;tetrachlorogold(1-) Chemical compound [NH4+].[Cl-].[Cl-].[Cl-].[Cl-].[Au+3] WPEJSSRSFRWYJB-UHFFFAOYSA-K 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003353 gold alloy Substances 0.000 description 1
- 229910000856 hastalloy Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011964 heteropoly acid Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- 239000010955 niobium Substances 0.000 description 1
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- YHBDIEWMOMLKOO-UHFFFAOYSA-I pentachloroniobium Chemical compound Cl[Nb](Cl)(Cl)(Cl)Cl YHBDIEWMOMLKOO-UHFFFAOYSA-I 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 description 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/42—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with a hydrogen acceptor
- C07C5/48—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with a hydrogen acceptor with oxygen as an acceptor
-
- 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
- C07C51/16—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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
- C07C67/05—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- C07C2523/24—Chromium, molybdenum or tungsten
- C07C2523/28—Molybdenum
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
- C07C2523/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
- C07C2523/44—Palladium
-
- 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
- Y02P20/10—Process efficiency
-
- 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
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
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)
- Glass Compositions (AREA)
- Iron Core Of Rotating Electric Machines (AREA)
Abstract
В заявке описан способ окисления С2-С4алкана с получением соответствующих алкена и карбоновой кислоты, который включает введение этого алкана в окислительной реакционной зоне в контакт с газом, который содержит молекулярный кислород, и соответствующим алкеном, и необязательно водой в присутствии по крайней мере одного катализатора, эффективного при окислении алкана до соответствующих алкена и карбоновой кислоты, с получением продукта, который включает алкен, карбоновую кислоту и воду, и в котором молярное соотношение между получаемыми в этой окислительной реакционной зоне алкеном и карбоновой кислотой регулируют или поддерживают на заданном уровне путем регулирования в такой окислительной реакционной зоне концентраций алкена и необязательно воды и необязательно также путем регулирования одного или нескольких таких параметров: давление, температура и длительность пребывания в окислительной реакционной зоне. Такой способ окисления можно применять в объединенном способе, таком как способ получения винилацетата или этилацетата.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0026243.6A GB0026243D0 (en) | 2000-10-26 | 2000-10-26 | Process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA75329C2 true UA75329C2 (ru) | 2006-04-17 |
Family
ID=9902032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UA2001107246A UA75329C2 (ru) | 2000-10-26 | 2001-10-24 | Способ окисления c2-c4алкана, способ получения алкилкарбоксилата и способ получения алкенилкарбоксилата |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US7078563B2 (ru) |
| EP (1) | EP1201630B1 (ru) |
| JP (1) | JP4360768B2 (ru) |
| KR (1) | KR100843534B1 (ru) |
| CN (1) | CN1225438C (ru) |
| AT (1) | ATE324360T1 (ru) |
| BR (1) | BR0104822A (ru) |
| DE (1) | DE60119059T2 (ru) |
| ES (1) | ES2259315T3 (ru) |
| GB (1) | GB0026243D0 (ru) |
| MY (1) | MY128267A (ru) |
| NO (1) | NO328464B1 (ru) |
| RS (1) | RS50674B (ru) |
| RU (1) | RU2275351C2 (ru) |
| SG (1) | SG105515A1 (ru) |
| TW (1) | TW575552B (ru) |
| UA (1) | UA75329C2 (ru) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0026241D0 (en) * | 2000-10-26 | 2000-12-13 | Bp Chem Int Ltd | Process |
| GB0205014D0 (en) * | 2002-03-04 | 2002-04-17 | Bp Chem Int Ltd | Process |
| GB0205016D0 (en) * | 2002-03-04 | 2002-04-17 | Bp Chem Int Ltd | Process |
| CN100421790C (zh) * | 2002-07-12 | 2008-10-01 | Lg化学株式会社 | 制备丙烯醛部分氧化催化剂的方法 |
| GB0312965D0 (en) | 2003-06-05 | 2003-07-09 | Bp Chem Int Ltd | Process |
| EP1993727A4 (en) * | 2006-02-07 | 2012-07-04 | Celanese Int Corp | USE OF A CHEMICAL REACTION TO SEPARATE ETHYLENE FROM ETHANE IN ETHANE-BASED PROCESSES FOR THE PRODUCTION OF ACETIC ACID |
| RU2488440C1 (ru) * | 2012-07-18 | 2013-07-27 | ФЕДЕРАЛЬНОЕ ГОСУДАРСТВЕННОЕ БЮДЖЕТНОЕ УЧРЕЖДЕНИЕ НАУКИ ИНСТИТУТ ОРГАНИЧЕСКОЙ ХИМИИ им. Н.Д. ЗЕЛИНСКОГО РОССИЙСКОЙ АКАДЕМИИ НАУК (ИОХ РАН) | Катализатор для непрерывного окислительного дегидрирования этана и способ непрерывного окислительного дегидрирования этана с его использованием |
| CA3024659A1 (en) * | 2016-05-19 | 2017-11-23 | Shell Internationale Research Maatschappij B.V. | Process of alkane oxidative dehydrogenation and/or alkene oxidation |
| EP3339275A1 (de) | 2016-12-22 | 2018-06-27 | Linde Aktiengesellschaft | Verfahren und anlage zur herstellung von ethylen und essigsäure |
| EP3339276A1 (de) * | 2016-12-22 | 2018-06-27 | Linde Aktiengesellschaft | Verfahren und anlage zur herstellung eines olefins |
| EP3587383A1 (de) | 2018-06-21 | 2020-01-01 | Linde Aktiengesellschaft | Verfahren und anlage zur herstellung eines oder mehrerer olefine und einer oder mehrerer carbonsäuren |
| CN112516737B (zh) * | 2019-09-18 | 2022-12-09 | 中国石油化工股份有限公司 | 醋酸乙烯装置尾气乙烯处理装置 |
| CN115403436B (zh) * | 2022-09-21 | 2023-07-11 | 中国科学技术大学 | 一种使用伽马射线作为外加能源转化烷烃的方法 |
| EP4342873A1 (de) | 2022-09-26 | 2024-03-27 | Linde GmbH | Verfahren und anlage zur herstellung von ethylen und essigsäure, verfahren und anlage zur herstellung einer zielverbindung unter verwendung von ethylen und essigsäure |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2941007A (en) * | 1957-06-10 | 1960-06-14 | Standard Oil Co | Process for the oxidation of olefins |
| US3458406A (en) * | 1966-05-26 | 1969-07-29 | Celanese Corp | Removal of methyl and ethyl acetate from vinyl acetate |
| US4499301A (en) * | 1979-04-20 | 1985-02-12 | National Distillers And Chemical Corporation | Process for the preparation of unsaturated aldehydes and carboxylic acids |
| US4250346A (en) | 1980-04-14 | 1981-02-10 | Union Carbide Corporation | Low temperature oxydehydrogenation of ethane to ethylene |
| GB8915410D0 (en) * | 1989-07-05 | 1989-08-23 | Bp Chem Int Ltd | Chemical process |
| US4899003A (en) * | 1985-07-11 | 1990-02-06 | Union Carbide Chemicals And Plastics Company Inc. | Process for oxydehydrogenation of ethane to ethylene |
| US5162578A (en) * | 1987-06-12 | 1992-11-10 | Union Carbide Chemicals & Plastics Technology Corporation | Acetic acid from ethane, ethylene and oxygen |
| GB9022127D0 (en) * | 1990-10-11 | 1990-11-21 | Bp Chem Int Ltd | Process |
| US5198580A (en) * | 1991-11-18 | 1993-03-30 | The Standard Oil Company | Process for oxidation of propane |
| US5300684A (en) | 1991-12-09 | 1994-04-05 | The Standard Oil Company | Process for the fluidized bed oxidation of ethane to acetic acid |
| EP0608838B1 (en) * | 1993-01-28 | 1997-04-16 | Mitsubishi Chemical Corporation | Method for producing an unsaturated carboxylic acid |
| TW295579B (ru) * | 1993-04-06 | 1997-01-11 | Showa Denko Kk | |
| GB9616573D0 (en) * | 1996-08-07 | 1996-09-25 | Bp Chem Int Ltd | Process |
| GB9807142D0 (en) * | 1998-04-02 | 1998-06-03 | Bp Chem Int Ltd | Catalyst and process utilising the catalyst |
| GB9819221D0 (en) * | 1998-09-04 | 1998-10-28 | Bp Chem Int Ltd | Process for the production of acetic acid |
| GB9907704D0 (en) * | 1999-04-01 | 1999-05-26 | Bp Chem Int Ltd | Catalyst and process utilising the catalyst |
| US6143921A (en) * | 1999-05-14 | 2000-11-07 | Saudi Basic Industries Corporation | Method for producing vinyl acetate monomer from ethane or ethylene oxidation |
| US6852877B1 (en) * | 2000-05-19 | 2005-02-08 | Celanese International Corp. | Process for the production of vinyl acetate |
| JP4084044B2 (ja) | 2000-05-19 | 2008-04-30 | セラニーズ・インターナショナル・コーポレイション | 酢酸ビニルを製造するための統合された方法 |
| US6640474B2 (en) * | 2002-01-30 | 2003-11-04 | Recot, Inc. | Trading card and display stand |
-
2000
- 2000-10-26 GB GBGB0026243.6A patent/GB0026243D0/en not_active Ceased
-
2001
- 2001-09-28 AT AT01308283T patent/ATE324360T1/de not_active IP Right Cessation
- 2001-09-28 US US09/964,849 patent/US7078563B2/en not_active Expired - Fee Related
- 2001-09-28 DE DE60119059T patent/DE60119059T2/de not_active Expired - Lifetime
- 2001-09-28 ES ES01308283T patent/ES2259315T3/es not_active Expired - Lifetime
- 2001-09-28 EP EP01308283A patent/EP1201630B1/en not_active Revoked
- 2001-10-03 SG SG200106124A patent/SG105515A1/en unknown
- 2001-10-24 MY MYPI20014931A patent/MY128267A/en unknown
- 2001-10-24 UA UA2001107246A patent/UA75329C2/ru unknown
- 2001-10-25 RU RU2001128723/04A patent/RU2275351C2/ru not_active IP Right Cessation
- 2001-10-25 BR BR0104822-8A patent/BR0104822A/pt not_active Application Discontinuation
- 2001-10-25 NO NO20015220A patent/NO328464B1/no not_active IP Right Cessation
- 2001-10-25 TW TW90126421A patent/TW575552B/zh not_active IP Right Cessation
- 2001-10-25 JP JP2001328437A patent/JP4360768B2/ja not_active Expired - Fee Related
- 2001-10-26 CN CNB011375191A patent/CN1225438C/zh not_active Expired - Fee Related
- 2001-10-26 KR KR1020010066213A patent/KR100843534B1/ko not_active IP Right Cessation
- 2001-10-26 RS YUP-772/01A patent/RS50674B/sr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US7078563B2 (en) | 2006-07-18 |
| RU2275351C2 (ru) | 2006-04-27 |
| JP2002179598A (ja) | 2002-06-26 |
| NO20015220L (no) | 2002-04-29 |
| JP4360768B2 (ja) | 2009-11-11 |
| KR100843534B1 (ko) | 2008-07-04 |
| GB0026243D0 (en) | 2000-12-13 |
| CN1350999A (zh) | 2002-05-29 |
| NO328464B1 (no) | 2010-02-22 |
| EP1201630A2 (en) | 2002-05-02 |
| YU77201A (sh) | 2004-09-03 |
| EP1201630A3 (en) | 2003-03-26 |
| SG105515A1 (en) | 2004-08-27 |
| DE60119059D1 (de) | 2006-06-01 |
| KR20020032401A (ko) | 2002-05-03 |
| NO20015220D0 (no) | 2001-10-25 |
| MY128267A (en) | 2007-01-31 |
| BR0104822A (pt) | 2002-07-02 |
| DE60119059T2 (de) | 2006-09-21 |
| ES2259315T3 (es) | 2006-10-01 |
| EP1201630B1 (en) | 2006-04-26 |
| RS50674B (sr) | 2010-06-30 |
| TW575552B (en) | 2004-02-11 |
| CN1225438C (zh) | 2005-11-02 |
| ATE324360T1 (de) | 2006-05-15 |
| US20020082445A1 (en) | 2002-06-27 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| RU2276127C2 (ru) | Способ окисления с получением алкенов и карбоновых кислот | |
| US6852877B1 (en) | Process for the production of vinyl acetate | |
| RU2181356C2 (ru) | Объединенный способ получения винилацетата и/или уксусной кислоты | |
| UA75329C2 (ru) | Способ окисления c2-c4алкана, способ получения алкилкарбоксилата и способ получения алкенилкарбоксилата | |
| AU2000249242B2 (en) | Integrated process for the production of vinyl acetate | |
| AU2000249242A1 (en) | Integrated process for the production of vinyl acetate | |
| USRE44206E1 (en) | Oxidation process for the production of carboxylic acids and alkenes | |
| WO2003055838A1 (en) | Integrated process for the manufacture of alkenyl carboxylates | |
| UA79962C2 (en) | Process for the production of an alkenyl carboxylate or an alkyl carboxylate and process for the production of vinyl acetate | |
| RU2247709C2 (ru) | Интегрированный способ получения винилацетата | |
| ZA200210054B (en) | Intergrated process for the production of vinyl ecetate. |