KR101850562B1 - 원료 1,3-부타디엔으로부터 순수한 1,3-부타디엔의 증류 추출을 위한 방법 및 장치 - Google Patents
원료 1,3-부타디엔으로부터 순수한 1,3-부타디엔의 증류 추출을 위한 방법 및 장치 Download PDFInfo
- Publication number
- KR101850562B1 KR101850562B1 KR1020127026467A KR20127026467A KR101850562B1 KR 101850562 B1 KR101850562 B1 KR 101850562B1 KR 1020127026467 A KR1020127026467 A KR 1020127026467A KR 20127026467 A KR20127026467 A KR 20127026467A KR 101850562 B1 KR101850562 B1 KR 101850562B1
- Authority
- KR
- South Korea
- Prior art keywords
- butadiene
- column
- fraction
- stream
- extractive distillation
- 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.)
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Links
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title claims abstract description 121
- 238000000034 method Methods 0.000 title claims abstract description 26
- 238000000605 extraction Methods 0.000 title description 6
- 238000000895 extractive distillation Methods 0.000 claims abstract description 41
- 239000002904 solvent Substances 0.000 claims abstract description 41
- 150000001875 compounds Chemical class 0.000 claims abstract description 30
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 19
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims abstract description 16
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000001273 butane Substances 0.000 claims abstract description 7
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims abstract description 7
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000004821 distillation Methods 0.000 claims description 18
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 claims description 17
- 229930195733 hydrocarbon Natural products 0.000 claims description 9
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 4
- 239000000203 mixture Substances 0.000 abstract description 10
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 abstract description 6
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract description 5
- -1 acetylene compound Chemical class 0.000 abstract description 3
- KDKYADYSIPSCCQ-UHFFFAOYSA-N but-1-yne Chemical compound CCC#C KDKYADYSIPSCCQ-UHFFFAOYSA-N 0.000 description 34
- WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical group C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 description 20
- 238000000746 purification Methods 0.000 description 17
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 9
- 238000009835 boiling Methods 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000003795 desorption Methods 0.000 description 4
- IAQRGUVFOMOMEM-ARJAWSKDSA-N cis-but-2-ene Chemical compound C\C=C/C IAQRGUVFOMOMEM-ARJAWSKDSA-N 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 238000005192 partition Methods 0.000 description 3
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-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
- 239000003054 catalyst Substances 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical compound [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002518 antifoaming 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
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000007792 gaseous phase Substances 0.000 description 1
- 239000002638 heterogeneous catalyst Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001012 protector Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Images
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
-
- 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
-
- 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
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 (3)
| 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 |
| DE102010011014.0 | 2010-03-11 | ||
| PCT/EP2011/053473 WO2011110562A1 (de) | 2010-03-11 | 2011-03-08 | Verfahren und vorrichtung zur destillativen gewinnung von rein-1,3-butadien aus roh-1,3-butadien |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20130016264A KR20130016264A (ko) | 2013-02-14 |
| KR101850562B1 true KR101850562B1 (ko) | 2018-04-19 |
Family
ID=43806920
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020127026467A Active KR101850562B1 (ko) | 2010-03-11 | 2011-03-08 | 원료 1,3-부타디엔으로부터 순수한 1,3-부타디엔의 증류 추출을 위한 방법 및 장치 |
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 |
|---|---|---|---|---|
| JP6153535B2 (ja) * | 2011-12-05 | 2017-06-28 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 抽出蒸留プロセスのための供給流として選択的な溶媒を用いて蒸気精製粗製c4留分を調製する方法 |
| US8642828B2 (en) | 2012-01-03 | 2014-02-04 | Basf Se | Process for purifying a recycle stream from a 1,3-butadiene processing plant |
| TWI564288B (zh) * | 2012-01-03 | 2017-01-01 | 巴地斯顏料化工廠 | 從1,3-丁二烯之處理設備純化循環流的方法 |
| 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 |
| ES2704140T3 (es) | 2012-09-20 | 2019-03-14 | Lummus Technology Inc | Preabsorbedor para la extracción 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 |
| EP3166705B1 (de) * | 2014-07-08 | 2018-08-15 | Basf Se | Kolonne mit trennwirksamen einbauten zur auftrennung eines gemisches von kohlenwasserstoffen und/oder kohlenwasserstoffderivaten durch extraktivdestillation mit einem selektiven lösungsmittel |
| KR102581168B1 (ko) | 2017-01-25 | 2023-09-21 | 바스프 에스이 | 순수 1,3-부타디엔을 수득하기 위한 방법 |
| KR102597623B1 (ko) | 2017-03-13 | 2023-11-02 | 바스프 에스이 | 순수 1,3-부타디엔을 얻기 위한 단순화된 방법 |
| CN114555546A (zh) * | 2019-09-13 | 2022-05-27 | 沙特基础工业全球技术公司 | 用于通过萃取精馏、蒸馏、和/或选择性加氢制备1,3-丁二烯的集成系统和方法 |
Family Cites Families (13)
| 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 |
| US4277313A (en) * | 1980-03-27 | 1981-07-07 | El Paso Products Company | Recovery of 1,3-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 |
| DE10105660A1 (de) * | 2001-02-08 | 2002-08-14 | Basf Ag | Verfahren zur Gewinnung von Roh-1,3-Butadien durch Extraktivdestillation aus einem C4-Schnitt |
| 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 |
| KR101111015B1 (ko) * | 2008-07-17 | 2012-04-04 | 에스케이이노베이션 주식회사 | 아세틸렌 전환공정을 이용한 c4 유분으로부터1,3-부타디엔을 분리하는 방법 |
| CN101665399B (zh) * | 2008-09-05 | 2012-07-25 | 中国石油化工股份有限公司 | 丁二烯生产方法 |
-
2010
- 2010-03-11 DE DE102010011014A patent/DE102010011014A1/de not_active Withdrawn
-
2011
- 2011-03-08 WO PCT/EP2011/053473 patent/WO2011110562A1/de not_active Ceased
- 2011-03-08 PL PL11709361T patent/PL2545019T3/pl unknown
- 2011-03-08 EP EP11709361.7A patent/EP2545019B1/de active Active
- 2011-03-08 KR KR1020127026467A patent/KR101850562B1/ko active Active
- 2011-03-08 JP JP2012556488A patent/JP5758922B2/ja active Active
- 2011-03-08 CN CN201180012423.XA patent/CN102781892B/zh active Active
- 2011-03-11 TW TW100108403A patent/TWI500601B/zh not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CN102781892A (zh) | 2012-11-14 |
| EP2545019B1 (de) | 2014-03-05 |
| WO2011110562A1 (de) | 2011-09-15 |
| TW201139368A (en) | 2011-11-16 |
| TWI500601B (zh) | 2015-09-21 |
| KR20130016264A (ko) | 2013-02-14 |
| CN102781892B (zh) | 2016-05-04 |
| JP2013522175A (ja) | 2013-06-13 |
| PL2545019T3 (pl) | 2014-08-29 |
| DE102010011014A1 (de) | 2011-09-15 |
| EP2545019A1 (de) | 2013-01-16 |
| JP5758922B2 (ja) | 2015-08-05 |
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Patent event code: PE07011S01D Comment text: Decision to Grant Registration Patent event date: 20180115 |
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