CA1253880A - Gas-liquid process for preparing isobutyryl fluoride and reactor therefor - Google Patents
Gas-liquid process for preparing isobutyryl fluoride and reactor thereforInfo
- Publication number
- CA1253880A CA1253880A CA000484023A CA484023A CA1253880A CA 1253880 A CA1253880 A CA 1253880A CA 000484023 A CA000484023 A CA 000484023A CA 484023 A CA484023 A CA 484023A CA 1253880 A CA1253880 A CA 1253880A
- Authority
- CA
- Canada
- Prior art keywords
- carbon monoxide
- liquid
- gas
- pressure
- comprised
- 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
Links
- 239000007788 liquid Substances 0.000 title claims abstract description 70
- FSQOYWQCIXSBNP-UHFFFAOYSA-N 2-methylpropanoyl fluoride Chemical compound CC(C)C(F)=O FSQOYWQCIXSBNP-UHFFFAOYSA-N 0.000 title claims abstract description 31
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000007789 gas Substances 0.000 claims abstract description 39
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims abstract description 37
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims abstract description 37
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims abstract description 28
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 28
- 238000000034 method Methods 0.000 claims abstract description 21
- 238000000926 separation method Methods 0.000 claims abstract description 9
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 46
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 46
- 239000000203 mixture Substances 0.000 claims description 40
- 238000006243 chemical reaction Methods 0.000 claims description 25
- 239000012530 fluid Substances 0.000 claims description 23
- 238000004064 recycling Methods 0.000 claims description 6
- 238000010924 continuous production Methods 0.000 claims description 2
- 230000006315 carbonylation Effects 0.000 claims 2
- 238000005810 carbonylation reaction Methods 0.000 claims 2
- 238000005086 pumping Methods 0.000 abstract 1
- 238000005057 refrigeration Methods 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- 229910015900 BF3 Inorganic materials 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 150000001875 compounds Chemical group 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 238000009751 slip forming Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- B01J3/00—Processes of utilising sub-atmospheric or super-atmospheric pressure to effect chemical or physical change of matter; Apparatus therefor
- B01J3/04—Pressure vessels, e.g. autoclaves
- B01J3/042—Pressure vessels, e.g. autoclaves in the form of a tube
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
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)
- Inorganic Compounds Of Heavy Metals (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US62178084A | 1984-06-18 | 1984-06-18 | |
| US06/621,780 | 1984-06-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1253880A true CA1253880A (en) | 1989-05-09 |
Family
ID=24491604
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000484023A Expired CA1253880A (en) | 1984-06-18 | 1985-06-14 | Gas-liquid process for preparing isobutyryl fluoride and reactor therefor |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0168301A1 (https=) |
| JP (1) | JPS6176435A (https=) |
| CA (1) | CA1253880A (https=) |
| ES (2) | ES8802212A1 (https=) |
| MX (1) | MX168337B (https=) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3874321T2 (de) * | 1988-04-15 | 1992-12-17 | Atochem Elf Sa | Verfahren zur carbonylierung von propylen. |
| DE10361003B3 (de) * | 2003-12-23 | 2005-07-28 | Hte Ag The High Throughput Experimentation Company | Vorrichtung und Verfahren zur Druck- und Flusskontrolle in Parallelreaktoren |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4495110A (en) * | 1981-01-26 | 1985-01-22 | Ashland Oil, Inc. | Method of continuously forming an acid fluoride from carbon monoxide, anhydrous hydrogen fluoride and an olefin |
| US4451670A (en) * | 1982-11-02 | 1984-05-29 | Ashland Oil, Inc. | Preparation of isobutyryl fluoride |
| DE3323885A1 (de) * | 1983-07-02 | 1985-01-03 | Ruhrkohle Ag, 4300 Essen | Verfahren zur prozesstechnischen einbindung von thermisch- und druckbelasteten mehrphasen-reaktoren speziell hydrierreaktoren in der sumpfphase |
-
1985
- 1985-06-14 CA CA000484023A patent/CA1253880A/en not_active Expired
- 1985-06-17 MX MX20567085A patent/MX168337B/es unknown
- 1985-06-18 EP EP85401202A patent/EP0168301A1/en not_active Withdrawn
- 1985-06-18 ES ES544330A patent/ES8802212A1/es not_active Expired
- 1985-06-18 JP JP13287085A patent/JPS6176435A/ja active Granted
-
1986
- 1986-02-11 ES ES551868A patent/ES8801590A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6176435A (ja) | 1986-04-18 |
| EP0168301A1 (en) | 1986-01-15 |
| ES544330A0 (es) | 1988-04-16 |
| MX168337B (es) | 1993-05-18 |
| ES8802212A1 (es) | 1988-04-16 |
| ES551868A0 (es) | 1988-02-16 |
| JPH027581B2 (https=) | 1990-02-19 |
| ES8801590A1 (es) | 1988-02-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |