CA1150304A - Process for the production of esters employing superatmospheric pressure - Google Patents
Process for the production of esters employing superatmospheric pressureInfo
- Publication number
- CA1150304A CA1150304A CA000334547A CA334547A CA1150304A CA 1150304 A CA1150304 A CA 1150304A CA 000334547 A CA000334547 A CA 000334547A CA 334547 A CA334547 A CA 334547A CA 1150304 A CA1150304 A CA 1150304A
- Authority
- CA
- Canada
- Prior art keywords
- process according
- esterification
- acid
- superatmospheric pressure
- ester
- 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
- 150000002148 esters Chemical class 0.000 title claims abstract description 40
- 238000000034 method Methods 0.000 title claims abstract description 26
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 50
- 238000005886 esterification reaction Methods 0.000 claims abstract description 32
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 23
- 238000006243 chemical reaction Methods 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 20
- 230000032050 esterification Effects 0.000 claims abstract description 12
- 238000010992 reflux Methods 0.000 claims abstract description 12
- 239000003054 catalyst Substances 0.000 claims abstract description 9
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims abstract description 8
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical class CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000004821 distillation Methods 0.000 claims abstract description 7
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000002253 acid Substances 0.000 claims abstract description 6
- 239000011541 reaction mixture Substances 0.000 claims abstract description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229960004592 isopropanol Drugs 0.000 claims abstract description 4
- 239000001117 sulphuric acid Substances 0.000 claims abstract description 4
- 235000011149 sulphuric acid Nutrition 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 7
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 6
- 239000011707 mineral Substances 0.000 claims description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 3
- 239000003377 acid catalyst Substances 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 239000011261 inert gas Substances 0.000 claims description 2
- 238000005755 formation reaction Methods 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract description 33
- 239000012071 phase Substances 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000010908 decantation Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/12—Acetic acid esters
- C07C69/14—Acetic acid esters of monohydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7836413 | 1978-09-12 | ||
| GB36413/78 | 1978-09-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1150304A true CA1150304A (en) | 1983-07-19 |
Family
ID=10499593
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000334547A Expired CA1150304A (en) | 1978-09-12 | 1979-08-28 | Process for the production of esters employing superatmospheric pressure |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0009886B1 (enExample) |
| JP (1) | JPS5538399A (enExample) |
| CA (1) | CA1150304A (enExample) |
| DE (1) | DE2963495D1 (enExample) |
| ZA (1) | ZA794513B (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5231222A (en) * | 1991-07-02 | 1993-07-27 | Union Carbide Chemicals & Plastics Technology Corporation | Esterification process |
| BE1011230A6 (fr) | 1997-06-24 | 1999-06-01 | Eurodiol S A | Procede pour la production de dimethylesters d'acides ou d'anhydrides dicarboxyliques. |
| EP2060555A1 (en) | 2007-11-14 | 2009-05-20 | BP p.l.c. | Process for the production of alcohol from a carbonaceous feedstock |
| EP2072489A1 (en) | 2007-12-17 | 2009-06-24 | BP p.l.c. | Process for the conversion of hydrocarbons into ethanol |
| FR2972725B1 (fr) * | 2011-03-17 | 2013-03-22 | Rhodia Operations | Procede de preparation d'un ester d'acide carboxylique de faible consommation energetique |
| GB201807861D0 (en) * | 2018-05-15 | 2018-06-27 | Kelly John David | Rotatable hazard signal |
| CN113004143A (zh) * | 2021-02-24 | 2021-06-22 | 宁夏森萱药业有限公司 | 一种氯乙酸乙酯的合成方法及装置 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE507205C (de) * | 1926-11-16 | 1930-09-15 | Holzverkohlungs Ind Akt Ges | Verfahren zur Herstellung von Methylacetat und AEthylacetat |
| US1791238A (en) * | 1927-08-08 | 1931-02-03 | Firm Of Deutsche Gold Und Silb | Process for the production of esters |
| GB1173089A (en) * | 1967-06-06 | 1969-12-03 | Bp Chem Int Ltd | Production of Esters |
-
1979
- 1979-08-27 ZA ZA00794513A patent/ZA794513B/xx unknown
- 1979-08-28 CA CA000334547A patent/CA1150304A/en not_active Expired
- 1979-08-31 DE DE7979301797T patent/DE2963495D1/de not_active Expired
- 1979-08-31 EP EP79301797A patent/EP0009886B1/en not_active Expired
- 1979-09-12 JP JP11717579A patent/JPS5538399A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| DE2963495D1 (en) | 1982-09-30 |
| JPS5538399A (en) | 1980-03-17 |
| ZA794513B (en) | 1981-04-29 |
| EP0009886B1 (en) | 1982-08-04 |
| JPS6338978B2 (enExample) | 1988-08-03 |
| EP0009886A1 (en) | 1980-04-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |