CA1091678A - Process for recovering maleic anhydride by condensation - Google Patents
Process for recovering maleic anhydride by condensationInfo
- Publication number
- CA1091678A CA1091678A CA304,164A CA304164A CA1091678A CA 1091678 A CA1091678 A CA 1091678A CA 304164 A CA304164 A CA 304164A CA 1091678 A CA1091678 A CA 1091678A
- Authority
- CA
- Canada
- Prior art keywords
- maleic anhydride
- water
- anhydride
- temperature
- process according
- 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
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 title claims abstract description 43
- 238000000034 method Methods 0.000 title claims abstract description 25
- 230000008569 process Effects 0.000 title claims abstract description 22
- 238000009833 condensation Methods 0.000 title abstract description 11
- 230000005494 condensation Effects 0.000 title abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 20
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910052753 mercury Inorganic materials 0.000 claims abstract description 6
- 239000012535 impurity Substances 0.000 claims description 11
- 238000001816 cooling Methods 0.000 claims description 6
- 238000009835 boiling Methods 0.000 claims description 5
- 230000003647 oxidation Effects 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- 239000012808 vapor phase Substances 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 150000008064 anhydrides Chemical class 0.000 description 14
- 239000007789 gas Substances 0.000 description 10
- 238000011084 recovery Methods 0.000 description 8
- 239000002253 acid Substances 0.000 description 6
- 238000004821 distillation Methods 0.000 description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 239000011976 maleic acid Substances 0.000 description 4
- 230000002745 absorbent Effects 0.000 description 3
- 239000002250 absorbent Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000008246 gaseous mixture Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 235000011087 fumaric acid Nutrition 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 208000036366 Sensation of pressure Diseases 0.000 description 1
- 150000001243 acetic acids Chemical class 0.000 description 1
- 150000001253 acrylic acids Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 150000002238 fumaric acids Chemical class 0.000 description 1
- HZGSQPAPBIIIDM-UHFFFAOYSA-N furan-2,5-dione hydrate Chemical compound O.C1(C=C/C(=O)O1)=O HZGSQPAPBIIIDM-UHFFFAOYSA-N 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- 229940074869 marquis Drugs 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- VBUNOIXRZNJNAD-UHFFFAOYSA-N ponazuril Chemical compound CC1=CC(N2C(N(C)C(=O)NC2=O)=O)=CC=C1OC1=CC=C(S(=O)(=O)C(F)(F)F)C=C1 VBUNOIXRZNJNAD-UHFFFAOYSA-N 0.000 description 1
- 238000003918 potentiometric titration Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 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
- C07C51/54—Preparation of carboxylic acid anhydrides
- C07C51/573—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Furan Compounds (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US80973477A | 1977-06-24 | 1977-06-24 | |
| US809,734 | 1977-06-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1091678A true CA1091678A (en) | 1980-12-16 |
Family
ID=25202106
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA304,164A Expired CA1091678A (en) | 1977-06-24 | 1978-05-26 | Process for recovering maleic anhydride by condensation |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5412318A (enrdf_load_stackoverflow) |
| BE (1) | BE868363A (enrdf_load_stackoverflow) |
| CA (1) | CA1091678A (enrdf_load_stackoverflow) |
| DE (1) | DE2826919A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2395265A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1593610A (enrdf_load_stackoverflow) |
| IT (1) | IT1096763B (enrdf_load_stackoverflow) |
| NL (1) | NL7806705A (enrdf_load_stackoverflow) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0029317B1 (en) * | 1979-11-20 | 1986-03-19 | Imperial Chemical Industries Plc | Production of maleic anhydride |
| US5972174A (en) * | 1998-01-13 | 1999-10-26 | Huntsman Petrochemical Corporation | Process for the purification of maleic anhydride |
| JP2005035959A (ja) * | 2003-07-18 | 2005-02-10 | Nippon Shokubai Co Ltd | 無水マレイン酸の製造方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2211160A (en) * | 1937-02-05 | 1940-08-13 | Nat Aniline & Chem Co Inc | Process of recovering maleic anhydride |
| US2215070A (en) * | 1938-05-11 | 1940-09-17 | Hercules Powder Co Ltd | Method for the production of maleic anhydride |
| FR1140176A (fr) * | 1955-01-13 | 1957-07-16 | Basf Ag | Procédé de production d'anhydride maléique |
| FR1151540A (fr) * | 1955-04-20 | 1958-01-31 | Montedison Spa | Procédé pour séparer l'anhydride maléique cristallin et pur directement des mélanges de gaz et vapeur d'eau qui le contiennent |
| US2951555A (en) * | 1958-07-11 | 1960-09-06 | Monsanto Chemicals | Recovery of maleic anhydride |
| DE1084239B (de) * | 1959-02-11 | 1960-06-30 | Gea Luftkuehler Ges M B H | Verfahren und Vorrichtung zur kontinuierlichen Abscheidung von Sublimationsproduktenaus heissen Traegergasen |
| GB969283A (en) * | 1961-07-03 | 1964-09-09 | Halcon International Inc | Recovery of maleic anhydride |
| LU40406A1 (enrdf_load_stackoverflow) * | 1961-07-17 | 1961-09-18 | ||
| FR1303126A (fr) * | 1961-07-27 | 1962-09-07 | Saint Gobain | Procédé de séparation d'anhydride maléique à partir de mélanges gazeux |
| FR1338255A (fr) * | 1962-11-08 | 1963-09-20 | Harpener Bergbau Ag | Perfectionnements apportés aux procédés d'obtention d'anhydride maléique |
| CH533591A (de) * | 1970-08-25 | 1973-02-15 | Prolizenz Ag | Verfahren zur Gewinnung von Maleinsäureanhydrid |
-
1978
- 1978-05-26 CA CA304,164A patent/CA1091678A/en not_active Expired
- 1978-05-26 GB GB23605/78A patent/GB1593610A/en not_active Expired
- 1978-06-16 FR FR7818152A patent/FR2395265A1/fr active Granted
- 1978-06-20 DE DE19782826919 patent/DE2826919A1/de active Granted
- 1978-06-21 NL NL7806705A patent/NL7806705A/xx not_active Application Discontinuation
- 1978-06-22 BE BE188773A patent/BE868363A/xx not_active IP Right Cessation
- 1978-06-22 IT IT24854/78A patent/IT1096763B/it active
- 1978-06-23 JP JP7633178A patent/JPS5412318A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5747194B2 (enrdf_load_stackoverflow) | 1982-10-07 |
| NL7806705A (nl) | 1978-12-28 |
| FR2395265B1 (enrdf_load_stackoverflow) | 1983-06-03 |
| DE2826919C2 (enrdf_load_stackoverflow) | 1987-05-21 |
| JPS5412318A (en) | 1979-01-30 |
| GB1593610A (en) | 1981-07-22 |
| IT7824854A0 (it) | 1978-06-22 |
| FR2395265A1 (fr) | 1979-01-19 |
| BE868363A (fr) | 1978-10-16 |
| DE2826919A1 (de) | 1979-01-18 |
| IT1096763B (it) | 1985-08-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |