JP6336566B2 - 酸化的脱水素化プロセスからの1,3‐ブタジエンの精製のための方法 - Google Patents
酸化的脱水素化プロセスからの1,3‐ブタジエンの精製のための方法 Download PDFInfo
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- JP6336566B2 JP6336566B2 JP2016505541A JP2016505541A JP6336566B2 JP 6336566 B2 JP6336566 B2 JP 6336566B2 JP 2016505541 A JP2016505541 A JP 2016505541A JP 2016505541 A JP2016505541 A JP 2016505541A JP 6336566 B2 JP6336566 B2 JP 6336566B2
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- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 title claims description 172
- 238000000034 method Methods 0.000 title claims description 58
- 238000000746 purification Methods 0.000 title claims description 5
- 238000005839 oxidative dehydrogenation reaction Methods 0.000 title description 19
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 79
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 49
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 claims description 30
- 238000000605 extraction Methods 0.000 claims description 24
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 18
- WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical group C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 claims description 18
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 claims description 18
- 150000002430 hydrocarbons Chemical class 0.000 claims description 18
- 238000005984 hydrogenation reaction Methods 0.000 claims description 18
- 229930195733 hydrocarbon Natural products 0.000 claims description 17
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 16
- 239000002904 solvent Substances 0.000 claims description 16
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 13
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 9
- 238000011084 recovery Methods 0.000 claims description 8
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 7
- 238000006471 dimerization reaction Methods 0.000 claims description 7
- 238000004821 distillation Methods 0.000 claims description 6
- 238000000895 extractive distillation Methods 0.000 claims description 6
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 3
- 239000000047 product Substances 0.000 description 15
- 238000000926 separation method Methods 0.000 description 13
- 150000001875 compounds Chemical class 0.000 description 11
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 7
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 6
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 6
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 5
- 238000005194 fractionation Methods 0.000 description 5
- 150000001299 aldehydes Chemical class 0.000 description 4
- 238000010790 dilution Methods 0.000 description 4
- 239000012895 dilution Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000011143 downstream manufacturing Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000001282 iso-butane Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- 238000004230 steam cracking Methods 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- XHCLAFWTIXFWPH-UHFFFAOYSA-N [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] XHCLAFWTIXFWPH-UHFFFAOYSA-N 0.000 description 1
- UINUVOICOPGDCZ-UHFFFAOYSA-N [O-2].[V+5].[Mg+2] Chemical compound [O-2].[V+5].[Mg+2] UINUVOICOPGDCZ-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 150000001336 alkenes Chemical class 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
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 238000004523 catalytic cracking Methods 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 150000002240 furans Chemical class 0.000 description 1
- 239000003779 heat-resistant material Substances 0.000 description 1
- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000006317 isomerization reaction Methods 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000002407 reforming Methods 0.000 description 1
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/005—Processes comprising at least two steps in series
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
本出願は、その全内容が参照により本明細書に援用される2013年3月28日に出願された米国特許出願第13/852,534号の優先権を主張するものである。
粗ブタジエン流は、酸化的脱水素化プロセスによって生成された。この粗生成物流の組成を質量%として表1に示し、フィード速度は、15000kg/時間であった。ブテン‐2カラムは、1,3‐ブタジエンおよび1‐n‐ブテンを含むオーバーヘッド流を生成した。
以下は、具体的な実施形態と合わせて記載されるが、この記載は、説明することを意図するものであり、上記の記載および添付の請求項の範囲を限定することを意図するものではないことは理解されるべきである。
Claims (9)
- ブタジエン流をブテン‐2カラムへ送り、それによってブタジエンを含むオーバーヘッド流、ならびに含酸素化合物およびより重質の炭化水素を含む底流を生成すること、
前記オーバーヘッド流をブタジエン抽出ユニットへ送り、それによって精製ブタジエン生成物流を生成すること、及び
前記ブテン‐2カラムが、n‐ブタンおよび2‐ブテンを含むサイドドロー流をさらに生成すること、
を含む、1,3‐ブタジエンの精製のための方法。 - 前記ブタジエン抽出ユニットが、
前記オーバーヘッド流を抽出蒸留カラムへ送って、1‐ブテンを含むオーバーヘッド流、ならびにブタジエンおよび抽出溶媒を含む底流を生成すること、及び
前記底流を溶媒回収蒸留カラムへ送って、精製ブタジエンを含むオーバーヘッド流、および前記抽出溶媒を含む底流を生成すること、
を含む、請求項1に記載の方法。 - 前記底流を、第二カラムに送って、n‐ブタンおよび2‐ブテンを含む第二オーバーヘッド流、及び、ビニルアセチレンを含む第二底流を生成することをさらに含む、請求項1に記載の方法。
- 前記ブテン‐2カラムが、当該カラムからのブテン‐2底留分を第二カラムへ送ることを含み、前記第二カラムがn‐ブタンおよび2‐ブテンを含む第二カラムオーバーヘッド流を、重質分を含む底流と共に生成する、請求項1に記載の方法。
- 前記抽出溶媒が、N‐メチルピロリドン(NMP)、ジメチルホルムアミド(DMF)、ジメチルアセトアミド、およびアセトニトリルから成る群より選択される、請求項2に記載の方法。
- 前記サイドドロー流を脱水素化ユニットへ送って、1,3‐ブタジエンを含む流れを生成することをさらに含む、請求項1に記載の方法。
- 前記サイドドロー流を洗浄ユニットへ送って、n‐ブタンおよび2‐ブテンを含む洗浄流を生成することをさらに含む、請求項1に記載の方法。
- 前記洗浄流を二量体化ユニットへ送って、オクテンを含むプロセス流およびラフィネート流を生成することをさらに含む、請求項7に記載の方法。
- 前記底流を選択的水素化プロセスへ送って、n‐ブタン、2‐ブテン、およびより重質の炭化水素を含む選択的水素化プロセス流を生成することをさらに含む、請求項1に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US13/852,534 US9266795B2 (en) | 2013-03-28 | 2013-03-28 | Process for the purification of 1,3-butadiene from an oxidative dehydrogenation process |
US13/852,534 | 2013-03-28 | ||
PCT/US2014/031812 WO2014160748A1 (en) | 2013-03-28 | 2014-03-26 | Process for the purification of 1,3-butadiene from an oxidative dehydrogenation process |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2016514731A JP2016514731A (ja) | 2016-05-23 |
JP6336566B2 true JP6336566B2 (ja) | 2018-06-06 |
Family
ID=51621481
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016505541A Active JP6336566B2 (ja) | 2013-03-28 | 2014-03-26 | 酸化的脱水素化プロセスからの1,3‐ブタジエンの精製のための方法 |
Country Status (7)
Country | Link |
---|---|
US (1) | US9266795B2 (ja) |
EP (1) | EP2978734A4 (ja) |
JP (1) | JP6336566B2 (ja) |
KR (1) | KR102169387B1 (ja) |
CN (1) | CN105246864B (ja) |
SG (1) | SG11201507915RA (ja) |
WO (1) | WO2014160748A1 (ja) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
MX2015003573A (es) * | 2012-09-20 | 2015-08-20 | Lummus Technology Inc | Pre-absorbedor de extraccion de butadieno. |
WO2016185334A1 (en) | 2015-05-15 | 2016-11-24 | Sabic Global Technologies B.V. | Systems and methods related to the syngas to olefin process |
US10689313B2 (en) | 2015-10-23 | 2020-06-23 | Sabic Global Technologies B.V. | Processes and systems for purification of 1,3-butadiene |
CN107522586B (zh) * | 2017-09-12 | 2020-12-04 | 惠生工程(中国)有限公司 | 一种丁烯氧化脱氢制丁二烯工艺的炔烃处理方法 |
CN107540509B (zh) * | 2017-09-19 | 2020-11-03 | 惠生工程(中国)有限公司 | 一种降低氧化脱氢工艺丁二烯产品中炔烃含量的方法 |
JP7101813B2 (ja) | 2018-11-01 | 2022-07-15 | エルジー・ケム・リミテッド | 有機溶媒含有混合溶液から有機溶媒を分離する方法 |
EP3954448A1 (en) * | 2020-08-13 | 2022-02-16 | Borealis AG | Screening assembly and process for screening polymer from an effluent stream at reduced levels of polymer entrainment |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2963522A (en) | 1957-12-30 | 1960-12-06 | Phillips Petroleum Co | Production of butadiene |
US3232850A (en) | 1961-10-27 | 1966-02-01 | Phillips Petroleum Co | Butene and butadiene purification by plural stage distillation |
US4128457A (en) * | 1977-03-09 | 1978-12-05 | Societa' Italiana Resine S.I.R. S.P.A. | Process for the separation of butadiene by plural stage extractive distillation |
JPS59167525A (ja) * | 1983-03-14 | 1984-09-21 | Japan Synthetic Rubber Co Ltd | 1,3−ブタジエンの製造方法 |
US5003112A (en) | 1990-01-02 | 1991-03-26 | Texaco Chemical Company | Tertiary amyl methyl ether from C-5 olefin streams |
US6156947A (en) | 1998-06-22 | 2000-12-05 | Uop Llc | Process for the production of butene-1 from a mixture of C4 olefins |
BR0213039A (pt) | 2001-10-01 | 2004-10-05 | Basf Ag | Processos para a preparação de compostos alquilarila e de sulfonatos de alquilarila, compostos alqiilarila, sulfonatos de alquilarila, uso de sulfonatos de alquilarila, e, detergente ou limpador |
US7030284B2 (en) | 2002-08-20 | 2006-04-18 | Exxonmobil Chemical Patents Inc. | Method and reactor system for converting oxygenate contaminants in an MTO reactor system product effluent to hydrocarbons |
US7227047B2 (en) | 2003-08-22 | 2007-06-05 | Exxonmobil Chemical Patents Inc. | Butadiene and isobutylene removal from olefinic streams |
GB0322247D0 (en) | 2003-09-23 | 2003-10-22 | Exxonmobil Chem Patents Inc | Improvement in or relating to an isobutylene containing stream |
FR2868789B1 (fr) * | 2004-04-09 | 2008-09-26 | Inst Francais Du Petrole | Procede et dispositif de traitement d'une charge comportant du butadiene |
DE102005002127A1 (de) * | 2005-01-17 | 2006-07-20 | Basf Ag | Verfahren zur Herstellung von Butadien aus n-Butan |
US8921632B2 (en) | 2010-08-10 | 2014-12-30 | Uop Llc | Producing 1-butene from an oxygenate-to-olefin reaction system |
JP5780072B2 (ja) * | 2010-09-10 | 2015-09-16 | 三菱化学株式会社 | 共役ジエンの製造方法 |
-
2013
- 2013-03-28 US US13/852,534 patent/US9266795B2/en active Active
-
2014
- 2014-03-26 JP JP2016505541A patent/JP6336566B2/ja active Active
- 2014-03-26 KR KR1020157030800A patent/KR102169387B1/ko active IP Right Grant
- 2014-03-26 CN CN201480030343.0A patent/CN105246864B/zh active Active
- 2014-03-26 WO PCT/US2014/031812 patent/WO2014160748A1/en active Application Filing
- 2014-03-26 EP EP14772845.5A patent/EP2978734A4/en not_active Withdrawn
- 2014-03-26 SG SG11201507915RA patent/SG11201507915RA/en unknown
Also Published As
Publication number | Publication date |
---|---|
WO2014160748A1 (en) | 2014-10-02 |
KR102169387B1 (ko) | 2020-10-23 |
CN105246864B (zh) | 2018-03-23 |
US9266795B2 (en) | 2016-02-23 |
CN105246864A (zh) | 2016-01-13 |
US20140296589A1 (en) | 2014-10-02 |
EP2978734A4 (en) | 2016-11-16 |
JP2016514731A (ja) | 2016-05-23 |
EP2978734A1 (en) | 2016-02-03 |
KR20150135488A (ko) | 2015-12-02 |
SG11201507915RA (en) | 2015-10-29 |
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