CA1093089A - Maleic anhydride process - Google Patents
Maleic anhydride processInfo
- Publication number
- CA1093089A CA1093089A CA280,829A CA280829A CA1093089A CA 1093089 A CA1093089 A CA 1093089A CA 280829 A CA280829 A CA 280829A CA 1093089 A CA1093089 A CA 1093089A
- Authority
- CA
- Canada
- Prior art keywords
- effluent
- reactor
- tubes
- catalyst bed
- maleic anhydride
- 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 40
- 238000000034 method Methods 0.000 title claims abstract description 35
- 239000003054 catalyst Substances 0.000 claims abstract description 78
- 239000007789 gas Substances 0.000 claims abstract description 78
- IJDNQMDRQITEOD-UHFFFAOYSA-N sec-butylidene Natural products CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims abstract description 68
- 238000001816 cooling Methods 0.000 claims abstract description 33
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000001301 oxygen Substances 0.000 claims abstract description 29
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 29
- 238000006243 chemical reaction Methods 0.000 claims abstract description 16
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 16
- 230000003647 oxidation Effects 0.000 claims abstract description 14
- 239000001273 butane Substances 0.000 claims description 30
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 30
- 239000000112 cooling gas Substances 0.000 claims description 14
- 238000011084 recovery Methods 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 3
- 239000012809 cooling fluid Substances 0.000 claims description 2
- 229940044600 maleic anhydride Drugs 0.000 description 29
- 239000006096 absorbing agent Substances 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 150000008064 anhydrides Chemical class 0.000 description 9
- 230000002745 absorbent Effects 0.000 description 6
- 239000002250 absorbent Substances 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 238000010791 quenching Methods 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 239000011574 phosphorus Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 238000004458 analytical method Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000000171 quenching effect Effects 0.000 description 2
- GRYSXUXXBDSYRT-WOUKDFQISA-N (2r,3r,4r,5r)-2-(hydroxymethyl)-4-methoxy-5-[6-(methylamino)purin-9-yl]oxolan-3-ol Chemical compound C1=NC=2C(NC)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1OC GRYSXUXXBDSYRT-WOUKDFQISA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- VOXZDWNPVJITMN-ZBRFXRBCSA-N 17β-estradiol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 VOXZDWNPVJITMN-ZBRFXRBCSA-N 0.000 description 1
- 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
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241001387976 Pera Species 0.000 description 1
- 241001122767 Theaceae Species 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 235000019628 coolness Nutrition 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- SYOKIDBDQMKNDQ-XWTIBIIYSA-N vildagliptin Chemical compound C1C(O)(C2)CC(C3)CC1CC32NCC(=O)N1CCC[C@H]1C#N SYOKIDBDQMKNDQ-XWTIBIIYSA-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
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
- B01J8/06—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds in tube reactors; the solid particles being arranged in tubes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/215—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of saturated hydrocarbyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Furan Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/718,235 US4044027A (en) | 1976-08-27 | 1976-08-27 | Maleic anhydride process |
| US718,235 | 1976-08-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1093089A true CA1093089A (en) | 1981-01-06 |
Family
ID=24885326
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA280,829A Expired CA1093089A (en) | 1976-08-27 | 1977-06-17 | Maleic anhydride process |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4044027A (en:Method) |
| JP (1) | JPS5328113A (en:Method) |
| BE (1) | BE856749A (en:Method) |
| CA (1) | CA1093089A (en:Method) |
| DE (1) | DE2737894A1 (en:Method) |
| FR (1) | FR2362847A1 (en:Method) |
| GB (1) | GB1551477A (en:Method) |
| IT (1) | IT1084504B (en:Method) |
| NL (1) | NL7709345A (en:Method) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0099431B1 (en) * | 1982-07-20 | 1987-10-28 | Amoco Corporation | Process for production of maleic anhydride |
| US4668802A (en) * | 1985-01-18 | 1987-05-26 | E. I. Du Pont De Nemours And Company | Improved vapor phase catalytic oxidation of butane to maleic anhydride |
| US5021588A (en) * | 1985-01-18 | 1991-06-04 | E.I. Du Pont De Nemours And Company | Vapor phase catalytic oxidation of butane to maleic anhydride |
| US5473082A (en) * | 1988-09-02 | 1995-12-05 | Sulzer Brothers Limited | Device for carrying out catalyzed reactions |
| EP0507617B1 (en) * | 1991-04-05 | 1995-08-09 | Scientific Design Company Inc. | Two stage process for producing maleic anhydride from butane |
| JP2009537479A (ja) * | 2006-05-17 | 2009-10-29 | ビーエーエスエフ ソシエタス・ヨーロピア | 炭化水素の酸化反応の実施における温度調整 |
| CN111689861B (zh) * | 2019-03-11 | 2022-04-12 | 北京诺维新材科技有限公司 | 一种提高反应收率的方法 |
| CN116293449A (zh) * | 2022-12-08 | 2023-06-23 | 西安陕鼓动力股份有限公司 | 用于马来酸酐反应尾气回收的空气供应装置、使用其的制备系统及其运行方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2691606A (en) * | 1951-12-07 | 1954-10-12 | Champion Paper & Fibre Co | Process of finishing paper |
| US3293268A (en) * | 1964-03-23 | 1966-12-20 | Princeton Chemical Res Inc | Production of maleic anhydride by oxidation of n-butane |
| US3864280A (en) * | 1972-06-19 | 1975-02-04 | Chevron Res | Catalyst for a n-butane oxidation to maleic anhydride |
| US3904652A (en) * | 1972-11-16 | 1975-09-09 | Standard Oil Co Indiana | Recycle process for oxidation of n-butane to maleic anhydride |
| US3904562A (en) * | 1973-01-31 | 1975-09-09 | Sherwin Williams Co | Organic pigments encapsulated with vinylpyrrolidone polymer |
| US3905914A (en) * | 1973-07-16 | 1975-09-16 | Anthony T Jurewicz | V-P-Zr catalysts and method of preparation thereof |
-
1976
- 1976-08-27 US US05/718,235 patent/US4044027A/en not_active Expired - Lifetime
-
1977
- 1977-06-17 CA CA280,829A patent/CA1093089A/en not_active Expired
- 1977-07-12 BE BE179292A patent/BE856749A/xx not_active IP Right Cessation
- 1977-08-05 JP JP9407677A patent/JPS5328113A/ja active Granted
- 1977-08-18 IT IT26765/77A patent/IT1084504B/it active
- 1977-08-19 GB GB34996/77A patent/GB1551477A/en not_active Expired
- 1977-08-19 FR FR7725435A patent/FR2362847A1/fr active Granted
- 1977-08-23 DE DE19772737894 patent/DE2737894A1/de active Granted
- 1977-08-24 NL NL7709345A patent/NL7709345A/xx active Search and Examination
Also Published As
| Publication number | Publication date |
|---|---|
| DE2737894A1 (de) | 1978-03-02 |
| JPS5328113A (en) | 1978-03-16 |
| NL7709345A (nl) | 1978-03-01 |
| FR2362847B1 (en:Method) | 1983-08-26 |
| BE856749A (fr) | 1977-10-31 |
| DE2737894C2 (en:Method) | 1988-03-17 |
| GB1551477A (en) | 1979-08-30 |
| JPH0115512B2 (en:Method) | 1989-03-17 |
| FR2362847A1 (fr) | 1978-03-24 |
| US4044027A (en) | 1977-08-23 |
| IT1084504B (it) | 1985-05-25 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP3597895B2 (ja) | プロピレンと過酸化水素の発熱反応のための連続法とそれに使用する触媒転換器 | |
| US6949673B2 (en) | Process for producing carboxylic acids | |
| US4908471A (en) | Method for the production of benzene carboxylic acids and benzene dicarboxylic acid esters | |
| KR100742842B1 (ko) | 연속 유동 반응 시스템에서 반응물의 제어된 최적 부가용장치 및 사용방법 | |
| US6057475A (en) | Process for the production of acetic acid | |
| US5969160A (en) | Process for producing phthalic anhydride | |
| RU2094423C1 (ru) | Способ окисления этана в уксусную кислоту | |
| US20010007910A1 (en) | Process for producing carboxylic acids | |
| CA1093089A (en) | Maleic anhydride process | |
| JPS6035328B2 (ja) | アクリル酸及びアクロレインの製出法 | |
| WO2001051443A2 (en) | Method for increasing oxidation reactor production capacity | |
| EP0300769B1 (en) | Prevention of post oxidation of methacrolein | |
| US5631396A (en) | Process for continuously producing dimethyl carbonate | |
| US5466836A (en) | Catalytic converter and method for highly exothermic reactions | |
| US5534648A (en) | Process for continuously producing dimethyl carbonate | |
| EP0655432B1 (en) | Process for continuously producing dimethyl carbonate | |
| CA1146594A (en) | Catalytic liquid-phase oxidation of butane | |
| US4380663A (en) | Process for the preparation of practically formic acid-free acetic acid | |
| US7345167B2 (en) | Method for the production of maleic anhydride | |
| JP4134777B2 (ja) | 亜硝酸エステルの製法 | |
| DD201775A5 (de) | Verfahren zur kontinuierlichen herstellung von oxalsaeurediestern | |
| US3196182A (en) | Oxidation of hydrocarbons | |
| US4252983A (en) | Production of acetic anhydride and acetic acid from acetaldehyde | |
| GB2024201A (en) | Process for producing methacrylic acid | |
| US3686229A (en) | Production of phthalic anhydride |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |