CA2368486A1 - Process for the recovery of acrylonitrile and methacrylonitrile - Google Patents
Process for the recovery of acrylonitrile and methacrylonitrile Download PDFInfo
- Publication number
- CA2368486A1 CA2368486A1 CA002368486A CA2368486A CA2368486A1 CA 2368486 A1 CA2368486 A1 CA 2368486A1 CA 002368486 A CA002368486 A CA 002368486A CA 2368486 A CA2368486 A CA 2368486A CA 2368486 A1 CA2368486 A1 CA 2368486A1
- Authority
- CA
- Canada
- Prior art keywords
- mononitrile
- column
- distillation column
- group
- transporting
- 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.)
- Abandoned
Links
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 title claims abstract description 58
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 title claims abstract description 46
- 238000000034 method Methods 0.000 title claims abstract description 33
- 230000008569 process Effects 0.000 title claims abstract description 33
- 238000011084 recovery Methods 0.000 title description 14
- 238000004821 distillation Methods 0.000 claims abstract description 48
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 42
- 239000012153 distilled water Substances 0.000 claims abstract description 23
- 238000004519 manufacturing process Methods 0.000 claims abstract description 14
- 239000012535 impurity Substances 0.000 claims abstract description 12
- 238000004064 recycling Methods 0.000 claims abstract description 8
- 238000000926 separation method Methods 0.000 claims abstract description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 40
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims description 30
- 238000006243 chemical reaction Methods 0.000 claims description 24
- 229910021529 ammonia Inorganic materials 0.000 claims description 20
- 239000003054 catalyst Substances 0.000 claims description 18
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 16
- 239000012530 fluid Substances 0.000 claims description 16
- 239000001301 oxygen Substances 0.000 claims description 16
- 229910052760 oxygen Inorganic materials 0.000 claims description 16
- 239000001294 propane Substances 0.000 claims description 15
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 15
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 15
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 11
- 239000004215 Carbon black (E152) Substances 0.000 claims description 10
- 229930195733 hydrocarbon Natural products 0.000 claims description 10
- 150000002430 hydrocarbons Chemical class 0.000 claims description 10
- 239000006096 absorbing agent Substances 0.000 description 8
- 238000000746 purification Methods 0.000 description 7
- 230000008901 benefit Effects 0.000 description 4
- 238000010791 quenching Methods 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
- C07C253/34—Separation; Purification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/282,877 US6107509A (en) | 1999-03-31 | 1999-03-31 | Process for the recovery of acrylonitrile and methacrylontrile |
| US09/282,877 | 1999-03-31 | ||
| PCT/US2000/007825 WO2000058274A1 (en) | 1999-03-31 | 2000-03-24 | Improved process for the recovery of acrylonitrile and methacrylonitrile |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2368486A1 true CA2368486A1 (en) | 2000-10-05 |
Family
ID=23083514
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002368486A Abandoned CA2368486A1 (en) | 1999-03-31 | 2000-03-24 | Process for the recovery of acrylonitrile and methacrylonitrile |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US6107509A (enExample) |
| EP (1) | EP1165499B1 (enExample) |
| JP (1) | JP4664507B2 (enExample) |
| KR (1) | KR100698812B1 (enExample) |
| CN (1) | CN1170815C (enExample) |
| AT (1) | ATE253041T1 (enExample) |
| AU (1) | AU4026100A (enExample) |
| BG (1) | BG65205B1 (enExample) |
| BR (1) | BR0009462B1 (enExample) |
| CA (1) | CA2368486A1 (enExample) |
| DE (1) | DE60006222T2 (enExample) |
| ES (1) | ES2209861T3 (enExample) |
| RO (1) | RO121115B1 (enExample) |
| RU (1) | RU2247718C2 (enExample) |
| TR (1) | TR200102759T2 (enExample) |
| TW (1) | TW538024B (enExample) |
| WO (1) | WO2000058274A1 (enExample) |
| ZA (1) | ZA200107084B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112439310A (zh) * | 2019-09-05 | 2021-03-05 | 中石油吉林化工工程有限公司 | 一种丙烯腈装置急冷塔用水的补充方法 |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6002040A (en) * | 1998-05-14 | 1999-12-14 | The Standard Oil Company | Reduced pressure drop in acrylonitrile absorber via direct contact spray heat exchange |
| US6984749B2 (en) * | 2002-12-04 | 2006-01-10 | Bp Corporation North America Inc. | Method for inhibiting polymerization during the recovery and purification of unsaturated mononitriles |
| DE10394218T5 (de) * | 2003-03-31 | 2007-07-26 | Council Of Scientific And Industrial Research | Verfahren für die Gewinnung von reinem Acrylnitril |
| US20090299087A1 (en) * | 2008-05-28 | 2009-12-03 | Solutia, Inc. | Process for manufacturing unsaturated mononitriles to improve on-stream time and reduce fouling |
| JP5785728B2 (ja) * | 2011-02-15 | 2015-09-30 | 旭化成ケミカルズ株式会社 | 不飽和ニトリルの蒸留方法及び蒸留装置、並びに不飽和ニトリルの製造方法 |
| CN103804230A (zh) * | 2014-01-29 | 2014-05-21 | 中国石油集团东北炼化工程有限公司吉林设计院 | 降低丙烯腈中甲基丙烯腈含量的方法、丙烯腈生产系统 |
| CN104888489A (zh) | 2014-03-06 | 2015-09-09 | 英尼奥斯欧洲股份公司 | 丙烯腈产物塔液位控制 |
| CN104922926A (zh) | 2014-03-21 | 2015-09-23 | 英尼奥斯欧洲股份公司 | 头馏分塔塔顶系统 |
| CN103968689A (zh) | 2014-05-26 | 2014-08-06 | 英尼奥斯欧洲股份公司 | 丙烯腈制造中的废水冷却器 |
| CN105367450B (zh) * | 2014-08-27 | 2018-01-09 | 中国石油化工股份有限公司 | 丙烯腈的高效吸收方法 |
| CN112587950A (zh) * | 2014-09-29 | 2021-04-02 | 英尼奥斯欧洲股份公司 | 用于工艺流的蒸发系统 |
| CN105597360A (zh) | 2014-09-29 | 2016-05-25 | 英尼奥斯欧洲股份公司 | 用于工艺流的蒸发系统 |
| CN104587684A (zh) | 2014-09-30 | 2015-05-06 | 英尼奥斯欧洲股份公司 | 用于工艺流的蒸发系统 |
| CN107249908B (zh) | 2014-12-16 | 2020-02-07 | Aktv8有限公司 | 电子控制的车辆悬架系统和制造方法 |
| US10160278B2 (en) | 2014-12-16 | 2018-12-25 | Aktv8 LLC | System and method for vehicle stabilization |
| CN104624401B (zh) | 2015-03-06 | 2019-01-15 | 英尼奥斯欧洲股份公司 | 改进的旋风分离器构造 |
| CN105985262A (zh) * | 2015-03-06 | 2016-10-05 | 英尼奥斯欧洲股份公司 | 改进的丙烯腈制造 |
| CN104693069A (zh) | 2015-03-06 | 2015-06-10 | 英尼奥斯欧洲股份公司 | 改进的丙烯腈制造 |
| WO2018049433A2 (en) | 2016-09-06 | 2018-03-15 | Aktv8 LLC | Tire management system and method |
| CN107941039B (zh) | 2016-10-12 | 2020-03-03 | 英尼奥斯欧洲股份公司 | 骤冷塔后冷却器 |
| RU2736379C1 (ru) * | 2016-10-21 | 2020-11-16 | Асахи Касеи Кабусики Кайся | Способ очистки, способ получения и устройство для дистилляции акрилонитрила |
| KR102800054B1 (ko) * | 2020-09-11 | 2025-04-23 | 주식회사 엘지화학 | 니트릴계 단량체의 회수 방법 및 회수 장치 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3352764A (en) * | 1966-05-02 | 1967-11-14 | Standard Oil Co | Absorption and distillation process for separating crude unsaturated nitriles from acetonitrile with selective solvent recycle |
| US4234510A (en) * | 1973-06-07 | 1980-11-18 | Standard Oil Company | Recovery of acrylonitrile or methacrylonitrile by condensation |
| US4166008A (en) * | 1977-07-29 | 1979-08-28 | The Standard Oil Company | Process for recovery of olefinic nitriles |
| JPS58225048A (ja) * | 1982-06-22 | 1983-12-27 | Asahi Chem Ind Co Ltd | メタクリロニトリルの製造法 |
| JPS5953458A (ja) * | 1982-09-21 | 1984-03-28 | Asahi Chem Ind Co Ltd | メタクリロニトリルの精製回収方法 |
| JPS59144746A (ja) * | 1983-02-07 | 1984-08-18 | Asahi Chem Ind Co Ltd | メタクリロニトリルの精製方法 |
| JP4275754B2 (ja) * | 1997-07-08 | 2009-06-10 | イネオス ユーエスエー エルエルシー | 改善されたアクリロニトリルの回収プロセス |
| ES2273358T3 (es) * | 1997-07-18 | 2007-05-01 | Ineos Usa Llc | Procedimiento mejorado de recuperaci9on de acrilonitrilo. |
| US5840955A (en) * | 1997-11-25 | 1998-11-24 | Sockell; Edward J. | Waste minimization and product recovery process |
| US5869730A (en) * | 1998-05-13 | 1999-02-09 | The Standard Oil Company | Oxidant reduction by manipulation and/or treatment of aqueous acrylonitrile process streams |
| DE69915833T2 (de) * | 1998-06-15 | 2004-08-12 | Solutia Inc. | Verfahren zur wiedergewinnung von acrylonitril |
-
1999
- 1999-03-31 US US09/282,877 patent/US6107509A/en not_active Expired - Lifetime
-
2000
- 2000-03-24 AU AU40261/00A patent/AU4026100A/en not_active Abandoned
- 2000-03-24 BR BRPI0009462-5A patent/BR0009462B1/pt not_active IP Right Cessation
- 2000-03-24 RU RU2001127577/04A patent/RU2247718C2/ru active
- 2000-03-24 WO PCT/US2000/007825 patent/WO2000058274A1/en not_active Ceased
- 2000-03-24 KR KR1020017012180A patent/KR100698812B1/ko not_active Expired - Lifetime
- 2000-03-24 ES ES00919601T patent/ES2209861T3/es not_active Expired - Lifetime
- 2000-03-24 CN CNB008056773A patent/CN1170815C/zh not_active Expired - Lifetime
- 2000-03-24 AT AT00919601T patent/ATE253041T1/de not_active IP Right Cessation
- 2000-03-24 RO ROA200101067A patent/RO121115B1/ro unknown
- 2000-03-24 DE DE60006222T patent/DE60006222T2/de not_active Expired - Lifetime
- 2000-03-24 CA CA002368486A patent/CA2368486A1/en not_active Abandoned
- 2000-03-24 TR TR2001/02759T patent/TR200102759T2/xx unknown
- 2000-03-24 EP EP00919601A patent/EP1165499B1/en not_active Expired - Lifetime
- 2000-03-24 JP JP2000607977A patent/JP4664507B2/ja not_active Expired - Lifetime
- 2000-04-21 TW TW089106061A patent/TW538024B/zh not_active IP Right Cessation
-
2001
- 2001-08-27 BG BG105849A patent/BG65205B1/bg unknown
- 2001-08-27 ZA ZA200107084A patent/ZA200107084B/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112439310A (zh) * | 2019-09-05 | 2021-03-05 | 中石油吉林化工工程有限公司 | 一种丙烯腈装置急冷塔用水的补充方法 |
| CN112439310B (zh) * | 2019-09-05 | 2023-08-11 | 中石油吉林化工工程有限公司 | 一种丙烯腈装置急冷塔用水的补充方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| AU4026100A (en) | 2000-10-16 |
| BR0009462A (pt) | 2002-01-08 |
| KR20010104729A (ko) | 2001-11-26 |
| ATE253041T1 (de) | 2003-11-15 |
| US6107509A (en) | 2000-08-22 |
| TW538024B (en) | 2003-06-21 |
| JP4664507B2 (ja) | 2011-04-06 |
| ES2209861T3 (es) | 2004-07-01 |
| JP2002540188A (ja) | 2002-11-26 |
| RU2247718C2 (ru) | 2005-03-10 |
| DE60006222T2 (de) | 2004-04-22 |
| BG65205B1 (bg) | 2007-07-31 |
| BR0009462B1 (pt) | 2012-02-22 |
| EP1165499B1 (en) | 2003-10-29 |
| BG105849A (en) | 2002-06-28 |
| DE60006222D1 (de) | 2003-12-04 |
| CN1170815C (zh) | 2004-10-13 |
| WO2000058274A1 (en) | 2000-10-05 |
| KR100698812B1 (ko) | 2007-03-23 |
| RO121115B1 (ro) | 2006-12-29 |
| CN1345306A (zh) | 2002-04-17 |
| TR200102759T2 (tr) | 2002-04-22 |
| ZA200107084B (en) | 2003-02-26 |
| EP1165499A1 (en) | 2002-01-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |