CA1063623A - Alcohol process - Google Patents
Alcohol processInfo
- Publication number
- CA1063623A CA1063623A CA234,850A CA234850A CA1063623A CA 1063623 A CA1063623 A CA 1063623A CA 234850 A CA234850 A CA 234850A CA 1063623 A CA1063623 A CA 1063623A
- Authority
- CA
- Canada
- Prior art keywords
- zone
- stream
- ethylene
- scrubbing zone
- ethanol
- 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
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 156
- 238000000034 method Methods 0.000 title claims abstract description 28
- 238000005201 scrubbing Methods 0.000 claims abstract description 53
- 238000006243 chemical reaction Methods 0.000 claims abstract description 34
- 239000000047 product Substances 0.000 claims abstract description 21
- 239000002250 absorbent Substances 0.000 claims abstract description 9
- 230000002745 absorbent Effects 0.000 claims abstract description 9
- 239000003054 catalyst Substances 0.000 claims abstract description 8
- 239000012535 impurity Substances 0.000 claims abstract description 8
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 6
- 238000004519 manufacturing process Methods 0.000 claims abstract description 6
- 239000007788 liquid Substances 0.000 claims abstract description 5
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 50
- 239000005977 Ethylene Substances 0.000 claims description 50
- 239000007789 gas Substances 0.000 claims description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
- 238000006703 hydration reaction Methods 0.000 claims description 16
- 230000036571 hydration Effects 0.000 claims description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 8
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 2
- 239000002594 sorbent Substances 0.000 claims 1
- 150000001336 alkenes Chemical class 0.000 abstract description 11
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 abstract description 7
- 150000001298 alcohols Chemical class 0.000 abstract description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 109
- 235000019441 ethanol Nutrition 0.000 description 62
- 239000006227 byproduct Substances 0.000 description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 230000036647 reaction Effects 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- IDGUHHHQCWSQLU-UHFFFAOYSA-N ethanol;hydrate Chemical compound O.CCO IDGUHHHQCWSQLU-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- DQYBDCGIPTYXML-UHFFFAOYSA-N ethoxyethane;hydrate Chemical compound O.CCOCC DQYBDCGIPTYXML-UHFFFAOYSA-N 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/86—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/508,030 US4003952A (en) | 1974-09-23 | 1974-09-23 | Direct hydration of olefins to alcohols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1063623A true CA1063623A (en) | 1979-10-02 |
Family
ID=24021090
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA234,850A Expired CA1063623A (en) | 1974-09-23 | 1975-09-05 | Alcohol process |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4003952A (enExample) |
| JP (1) | JPS6039049B2 (enExample) |
| BE (1) | BE833443A (enExample) |
| CA (1) | CA1063623A (enExample) |
| DE (1) | DE2542203C2 (enExample) |
| ES (1) | ES441148A1 (enExample) |
| FR (1) | FR2285360A1 (enExample) |
| GB (1) | GB1523649A (enExample) |
| IT (1) | IT1042759B (enExample) |
| NL (1) | NL7511143A (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2404329C3 (de) * | 1974-01-30 | 1981-03-19 | Deutsche Texaco Ag, 2000 Hamburg | Verfahren zur Befüllung und Inbetriebnahme bzw. Wiederinbetriebnahme einesals Rieselsäule ausgebildeten Festbettreaktors |
| DE2759237A1 (de) * | 1977-12-31 | 1979-07-12 | Huels Chemische Werke Ag | Verfahren zur herstellung von alkoholen mit 2 - 4 c-atomen durch katalytische hydratation von olefinen |
| DE3829709A1 (de) * | 1988-09-01 | 1990-03-15 | Basf Ag | Verfahren zur abtrennung von cyclohexanol aus solche und aromatische sulfonsaeuren enthaltenden waessrigen loesungen |
| US4956506A (en) * | 1989-12-21 | 1990-09-11 | Conoco Inc. | Vapor-phase hydration of olefins to alcohols in series reactors with intermediate alcohol removal |
| US8957262B2 (en) | 2012-11-20 | 2015-02-17 | Celanese International Corporation | Olefin hydration for hydrogenation processes |
| CN107417497A (zh) * | 2017-07-24 | 2017-12-01 | 江苏新化化工有限公司 | 丙烯水合法联产异丙醇和二异丙醚生产装置 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2994721A (en) * | 1961-08-01 | Recovery of ether and alcohol from | ||
| US2044414A (en) * | 1934-10-20 | 1936-06-16 | Air Reduction | Manufacture of alcohols |
| US2519061A (en) * | 1947-04-12 | 1950-08-15 | Standard Oil Dev Co | Hydration of ethers |
| US3862249A (en) * | 1965-07-24 | 1975-01-21 | Hibernia Chemie Gmbh | Method of manufacturing alcohols |
-
1974
- 1974-09-23 US US05/508,030 patent/US4003952A/en not_active Expired - Lifetime
-
1975
- 1975-09-05 CA CA234,850A patent/CA1063623A/en not_active Expired
- 1975-09-16 BE BE1006884A patent/BE833443A/xx not_active IP Right Cessation
- 1975-09-22 GB GB38777/75A patent/GB1523649A/en not_active Expired
- 1975-09-22 DE DE2542203A patent/DE2542203C2/de not_active Expired
- 1975-09-22 JP JP50113796A patent/JPS6039049B2/ja not_active Expired
- 1975-09-22 NL NL7511143A patent/NL7511143A/xx not_active Application Discontinuation
- 1975-09-22 FR FR7528948A patent/FR2285360A1/fr active Granted
- 1975-09-22 IT IT27509/75A patent/IT1042759B/it active
- 1975-09-22 ES ES441148A patent/ES441148A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL7511143A (nl) | 1976-03-25 |
| GB1523649A (en) | 1978-09-06 |
| FR2285360B1 (enExample) | 1980-05-30 |
| JPS5163108A (en) | 1976-06-01 |
| IT1042759B (it) | 1980-01-30 |
| ES441148A1 (es) | 1977-03-16 |
| JPS6039049B2 (ja) | 1985-09-04 |
| US4003952A (en) | 1977-01-18 |
| DE2542203C2 (de) | 1985-01-24 |
| DE2542203A1 (de) | 1976-04-08 |
| BE833443A (nl) | 1976-03-16 |
| FR2285360A1 (fr) | 1976-04-16 |
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