TWI500601B - 藉蒸餾用於自粗製１，３－丁二烯分離純１，３－丁二烯之方法及裝置 - Google Patents
藉蒸餾用於自粗製１，３－丁二烯分離純１，３－丁二烯之方法及裝置 Download PDFInfo
- Publication number
- TWI500601B TWI500601B TW100108403A TW100108403A TWI500601B TW I500601 B TWI500601 B TW I500601B TW 100108403 A TW100108403 A TW 100108403A TW 100108403 A TW100108403 A TW 100108403A TW I500601 B TWI500601 B TW I500601B
- Authority
- TW
- Taiwan
- Prior art keywords
- butadiene
- column
- fraction
- stream
- selective solvent
- Prior art date
Links
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title claims description 126
- 238000000034 method Methods 0.000 title claims description 29
- 238000004821 distillation Methods 0.000 title claims description 21
- 239000002904 solvent Substances 0.000 claims description 45
- 238000000895 extractive distillation Methods 0.000 claims description 41
- 238000007872 degassing Methods 0.000 claims description 30
- 238000000746 purification Methods 0.000 claims description 24
- 150000001345 alkine derivatives Chemical class 0.000 claims description 22
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 18
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 claims description 18
- 229930195733 hydrocarbon Natural products 0.000 claims description 16
- 238000005984 hydrogenation reaction Methods 0.000 claims description 15
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 13
- 150000002430 hydrocarbons Chemical class 0.000 claims description 11
- 239000004215 Carbon black (E152) Substances 0.000 claims description 6
- 239000001273 butane Substances 0.000 claims description 6
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 2
- 238000010521 absorption reaction Methods 0.000 claims 1
- KDKYADYSIPSCCQ-UHFFFAOYSA-N but-1-yne Chemical compound CCC#C KDKYADYSIPSCCQ-UHFFFAOYSA-N 0.000 description 38
- WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical compound C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 description 18
- 238000009835 boiling Methods 0.000 description 9
- 238000000605 extraction Methods 0.000 description 7
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 238000005192 partition Methods 0.000 description 5
- -1 C 4 hydrocarbons Chemical class 0.000 description 4
- QACDWUMHRWJKNJ-UHFFFAOYSA-N but-1-ene but-1-en-3-yne Chemical compound CCC=C.C=CC#C QACDWUMHRWJKNJ-UHFFFAOYSA-N 0.000 description 4
- IAQRGUVFOMOMEM-ARJAWSKDSA-N cis-but-2-ene Chemical compound C\C=C/C IAQRGUVFOMOMEM-ARJAWSKDSA-N 0.000 description 4
- 238000003795 desorption Methods 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000012071 phase Substances 0.000 description 4
- 238000011064 split stream procedure Methods 0.000 description 4
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
- HHEMIMSLFVBJMH-UHFFFAOYSA-N but-1-yne Chemical compound C#CCC.C(C)C#C HHEMIMSLFVBJMH-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 238000011001 backwashing Methods 0.000 description 1
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000003595 mist Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- 239000006200 vaporizer Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/34—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances
- B01D3/40—Extractive distillation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
- B01D3/141—Fractional distillation or use of a fractionation or rectification column where at least one distillation column contains at least one dividing wall
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/12—Alkadienes
- C07C11/16—Alkadienes with four carbon atoms
- C07C11/167—1, 3-Butadiene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/04—Purification; Separation; Use of additives by distillation
- C07C7/05—Purification; Separation; Use of additives by distillation with the aid of auxiliary compounds
- C07C7/08—Purification; Separation; Use of additives by distillation with the aid of auxiliary compounds by extractive distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102010011014A DE102010011014A1 (de) | 2010-03-11 | 2010-03-11 | Verfahren und Vorrichtung zur destillativen Gewinnung von Rein-1,3-Butadien aus Roh-1,3-Butadien |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201139368A TW201139368A (en) | 2011-11-16 |
| TWI500601B true TWI500601B (zh) | 2015-09-21 |
Family
ID=43806920
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW100108403A TWI500601B (zh) | 2010-03-11 | 2011-03-11 | 藉蒸餾用於自粗製１，３－丁二烯分離純１，３－丁二烯之方法及裝置 |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP2545019B1 (enExample) |
| JP (1) | JP5758922B2 (enExample) |
| KR (1) | KR101850562B1 (enExample) |
| CN (1) | CN102781892B (enExample) |
| DE (1) | DE102010011014A1 (enExample) |
| PL (1) | PL2545019T3 (enExample) |
| TW (1) | TWI500601B (enExample) |
| WO (1) | WO2011110562A1 (enExample) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013083536A1 (de) * | 2011-12-05 | 2013-06-13 | Basf Se | Verfahren zur bereitstellung eines dampfförmigen gereinigten roh-c4-schnittes als einsatzstrom für eine extraktivdestillation mit einem selektiven lösungsmittel |
| EP2800733B1 (de) * | 2012-01-03 | 2016-04-06 | Basf Se | Verfahren zur aufreinigung eines recycle-stromes aus einer 1,3-butadien verarbeitenden anlage |
| US8642828B2 (en) | 2012-01-03 | 2014-02-04 | Basf Se | Process for purifying a recycle stream from a 1,3-butadiene processing plant |
| US8766029B2 (en) | 2012-01-11 | 2014-07-01 | Basf Se | Process for providing a vaporous purified crude C4 cut as a feed steam for an extractive distillation with a selective solvent |
| PT2897928T (pt) | 2012-09-20 | 2019-01-17 | Lummus Technology Inc | Pré-absorvedor de extração de butadieno |
| CN102942437A (zh) * | 2012-11-22 | 2013-02-27 | 万达集团股份有限公司 | Nmp法丁二烯一段抽提方法 |
| JP6759183B2 (ja) * | 2014-07-08 | 2020-09-23 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 選択的溶媒を用いる抽出蒸留によって炭化水素及び／又は炭化水素誘導体の混合物を分離するための分離装置を有する塔 |
| KR102581168B1 (ko) | 2017-01-25 | 2023-09-21 | 바스프 에스이 | 순수 1,3-부타디엔을 수득하기 위한 방법 |
| US10968152B2 (en) | 2017-03-13 | 2021-04-06 | Basf Se | Simplified process for isolating pure 1,3-butadiene |
| US11952333B2 (en) | 2019-09-13 | 2024-04-09 | Sabic Global Technologies B.V. | Integrated systems and methods for producing 1,3-butadiene via extractive distillation, distillation, and/or selective hydrogenation |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4277313A (en) * | 1980-03-27 | 1981-07-07 | El Paso Products Company | Recovery of 1,3-butadiene |
| US7226527B2 (en) * | 2001-02-08 | 2007-06-05 | Basf Aktiengesellschaft | Method for recovering crude 1,3-butadiene by extractive distillation from a C4 cut |
| WO2010008109A1 (en) * | 2008-07-17 | 2010-01-21 | Sk Energy Co., Ltd. | Process for 1,3-butadiene separation from a crude c4 stream with acetylene converter |
| CN101665399A (zh) * | 2008-09-05 | 2010-03-10 | 中国石油化工股份有限公司 | 丁二烯生产方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4277311A (en) | 1976-06-14 | 1981-07-07 | Bethlehem Steel Corporation | Apparatus for distillation |
| FR2440984A1 (fr) * | 1978-11-10 | 1980-06-06 | Inst Francais Du Petrole | Procede de traitement d'une coupe d'hydrocarbures c4 en vue de la recuperation du butadiene |
| JPS5754129A (ja) * | 1980-09-18 | 1982-03-31 | Japan Synthetic Rubber Co Ltd | Butajenmatahaisopurennoseiseihoho |
| JPS57123123A (en) * | 1981-01-23 | 1982-07-31 | Nippon Oil Co Ltd | Preparation of high purity butadiene |
| DE19818810A1 (de) * | 1998-04-27 | 1999-10-28 | Basf Ag | Verfahren zum Trennen eines C4-Kohlenwasserstoffgemisches |
| DE10056841A1 (de) * | 2000-11-16 | 2002-05-23 | Basf Ag | Verfahren und Vorrichtung zur destillativen Gewinnung von 1,3-Reinbutadien aus 1,3-Rohbutadien |
| DE10233621A1 (de) * | 2002-07-24 | 2004-02-19 | Basf Ag | Verfahren zur Aufarbeitung von Roh-1,3-Butadien |
| DE10322655A1 (de) | 2003-05-20 | 2004-12-09 | Basf Ag | Verfahren zur Gewinnung von Roh-1,3-Butadien aus einem C4-Schnitt |
| CN101172929B (zh) | 2006-10-31 | 2010-05-19 | 中国石油化工股份有限公司 | Nmp法丁二烯一段抽提方法 |
-
2010
- 2010-03-11 DE DE102010011014A patent/DE102010011014A1/de not_active Withdrawn
-
2011
- 2011-03-08 KR KR1020127026467A patent/KR101850562B1/ko active Active
- 2011-03-08 EP EP11709361.7A patent/EP2545019B1/de active Active
- 2011-03-08 PL PL11709361T patent/PL2545019T3/pl unknown
- 2011-03-08 CN CN201180012423.XA patent/CN102781892B/zh active Active
- 2011-03-08 WO PCT/EP2011/053473 patent/WO2011110562A1/de not_active Ceased
- 2011-03-08 JP JP2012556488A patent/JP5758922B2/ja active Active
- 2011-03-11 TW TW100108403A patent/TWI500601B/zh not_active IP Right Cessation
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4277313A (en) * | 1980-03-27 | 1981-07-07 | El Paso Products Company | Recovery of 1,3-butadiene |
| US7226527B2 (en) * | 2001-02-08 | 2007-06-05 | Basf Aktiengesellschaft | Method for recovering crude 1,3-butadiene by extractive distillation from a C4 cut |
| WO2010008109A1 (en) * | 2008-07-17 | 2010-01-21 | Sk Energy Co., Ltd. | Process for 1,3-butadiene separation from a crude c4 stream with acetylene converter |
| CN101665399A (zh) * | 2008-09-05 | 2010-03-10 | 中国石油化工股份有限公司 | 丁二烯生产方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR101850562B1 (ko) | 2018-04-19 |
| JP2013522175A (ja) | 2013-06-13 |
| CN102781892A (zh) | 2012-11-14 |
| JP5758922B2 (ja) | 2015-08-05 |
| WO2011110562A1 (de) | 2011-09-15 |
| TW201139368A (en) | 2011-11-16 |
| PL2545019T3 (pl) | 2014-08-29 |
| EP2545019B1 (de) | 2014-03-05 |
| CN102781892B (zh) | 2016-05-04 |
| KR20130016264A (ko) | 2013-02-14 |
| DE102010011014A1 (de) | 2011-09-15 |
| EP2545019A1 (de) | 2013-01-16 |
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| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Annulment or lapse of patent due to non-payment of fees |