BE586893A - - Google Patents
Info
- Publication number
- BE586893A BE586893A BE586893DA BE586893A BE 586893 A BE586893 A BE 586893A BE 586893D A BE586893D A BE 586893DA BE 586893 A BE586893 A BE 586893A
- Authority
- BE
- Belgium
- Prior art keywords
- acid
- water
- acids
- mol
- catalyst
- Prior art date
Links
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 60
- 239000003054 catalyst Substances 0.000 claims description 45
- 150000001336 alkenes Chemical class 0.000 claims description 35
- 239000002253 acid Substances 0.000 claims description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
- 235000011007 phosphoric acid Nutrition 0.000 claims description 30
- 150000001735 carboxylic acids Chemical class 0.000 claims description 28
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 26
- 150000007513 acids Chemical class 0.000 claims description 22
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 20
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 19
- 230000015572 biosynthetic process Effects 0.000 claims description 19
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 19
- 238000000926 separation method Methods 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 17
- WWUVJRULCWHUSA-UHFFFAOYSA-N 2-methyl-1-pentene Chemical compound CCCC(C)=C WWUVJRULCWHUSA-UHFFFAOYSA-N 0.000 claims description 12
- 239000010410 layer Substances 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 6
- 238000011282 treatment Methods 0.000 claims description 6
- 239000003377 acid catalyst Substances 0.000 claims description 5
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 claims description 3
- 229920000137 polyphosphoric acid Polymers 0.000 claims description 3
- 229940005657 pyrophosphoric acid Drugs 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 239000012044 organic layer Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 22
- 239000007795 chemical reaction product Substances 0.000 description 10
- 150000001447 alkali salts Chemical class 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- 239000000047 product Substances 0.000 description 7
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 239000012074 organic phase Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- DLYUQMMRRRQYAE-UHFFFAOYSA-N phosphorus pentoxide Inorganic materials O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 5
- 229910000831 Steel Inorganic materials 0.000 description 4
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- 229910015900 BF3 Inorganic materials 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- 238000005810 carbonylation reaction Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 230000006315 carbonylation Effects 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- -1 cyclic olefins Chemical class 0.000 description 1
- ZOLLIQAKMYWTBR-RYMQXAEESA-N cyclododecatriene Chemical compound C/1C\C=C\CC\C=C/CC\C=C\1 ZOLLIQAKMYWTBR-RYMQXAEESA-N 0.000 description 1
- 238000012938 design process Methods 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000003348 petrochemical agent Substances 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000013517 stratification Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/14—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on a carbon-to-carbon unsaturated bond in organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (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)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE586893A true BE586893A (de) |
Family
ID=191639
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE586893D BE586893A (de) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE586893A (de) |
-
0
- BE BE586893D patent/BE586893A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1885673B1 (de) | Verfahren zur herstellung von chlorhydrin in flüssiger phase in gegenwart von schweren verbindungen | |
| EP0561441B1 (de) | Verfahren zur Herstellung von Epichlorhydrin | |
| CA2398993A1 (fr) | Procede de fabrication d'un oxiranne | |
| FR2534903A1 (fr) | Procede d'hydroformylation | |
| EP0361578B1 (de) | Verfahren zur Herstellung von fluorierten Kohlenwasserstoffen | |
| EP0004407B1 (de) | Verfahren zur Herstellung von Percarbonsäuren und deren Verwendung zur Herstellung von Epoxyden aus Olefinen | |
| EP0024971A1 (de) | Nickelcarboxylate, ihre Herstellung, ihre Verwendung in einer katalytischen Zusammensetzung, Verwendung dieser Zusammensetzung für die Oligomerisation von Monoolefinen | |
| EP0025381B1 (de) | Verfahren zur Herstellung von Percarbonsäuren | |
| EP0019322B1 (de) | Verfahren zur Herstellung von Olefinoxyden | |
| FR2589155A1 (fr) | Procede d'epoxydation d'une olefine | |
| BE586893A (de) | ||
| EP0084286B1 (de) | Verfahren zur Herstellung von epsilon-Caprolacton | |
| EP0037349B1 (de) | Verfahren zur Herstellung des O,O-Dimethyl-phosphordithioats von Ethyl-mercaptosuccinat (Malathion(R)) | |
| EP0478428B1 (de) | Verfahren zur Herstellung von Boroxid durch Hydrolyse von Methylborat und seine Anwendung bei der Oxidation von gesättigten Kohlenwasserstoffen zu Alkoholen | |
| EP0026533B1 (de) | Verfahren zur Rückgewinnung von Carbonsäuren aus Mischungen, die Glykolesterderivate dieser Säuren enthalten | |
| KR101892406B1 (ko) | 액체 탄화수소로부터 인을 제거하는 산화성 방법 | |
| CA2168585A1 (fr) | Procede de preparation d'hydroperoxyde de cumene | |
| WO2017198503A1 (fr) | Conversion du butanediol en butadiene avec lavage aux diesters | |
| FR2563214A1 (fr) | Procede pour l'elimination du nickel, de l'aluminium et du chlore des oligomeres d'olefines | |
| FR2703991A1 (fr) | Procédé pour la production de cyclohexyladipates et d'acide adipique. | |
| EP2506971B1 (de) | Verfahren zur herstellung eines deperoxidationskatalysators | |
| FR2477140A1 (fr) | Procede de preparation d'a-cetoxy ou a-propionyloxy-propionaldehyde | |
| BE537933A (de) | ||
| EP0745579A1 (de) | Verfahren zum Herstellen von sekundairem Butylacrylat durch Reaktion von Acrylsäure mit Butenisomeren | |
| FR2480276A1 (fr) | Procede d'elimination du cobalt de produits d'hydroformylation des composes insatures |