JP2017533931A5 - - Google Patents
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- Publication number
- JP2017533931A5 JP2017533931A5 JP2017525811A JP2017525811A JP2017533931A5 JP 2017533931 A5 JP2017533931 A5 JP 2017533931A5 JP 2017525811 A JP2017525811 A JP 2017525811A JP 2017525811 A JP2017525811 A JP 2017525811A JP 2017533931 A5 JP2017533931 A5 JP 2017533931A5
- Authority
- JP
- Japan
- Prior art keywords
- stream
- butene
- butadiene
- optionally
- butane
- 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.)
- Granted
Links
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 74
- IAQRGUVFOMOMEM-UHFFFAOYSA-N but-2-ene Chemical compound CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 59
- 239000007789 gas Substances 0.000 claims description 43
- 229930195733 hydrocarbon Natural products 0.000 claims description 38
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 35
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 claims description 29
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 28
- -1 C 4 hydrocarbons Chemical class 0.000 claims description 24
- 239000001273 butane Substances 0.000 claims description 24
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 23
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 18
- 239000001301 oxygen Substances 0.000 claims description 18
- 229910052760 oxygen Inorganic materials 0.000 claims description 18
- 238000009835 boiling Methods 0.000 claims description 17
- 150000002430 hydrocarbons Chemical class 0.000 claims description 16
- 239000002250 absorbent Substances 0.000 claims description 15
- 230000002745 absorbent Effects 0.000 claims description 15
- 239000004215 Carbon black (E152) Substances 0.000 claims description 11
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 11
- 238000010521 absorption reaction Methods 0.000 claims description 10
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 8
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 8
- 239000006096 absorbing agent Substances 0.000 claims description 8
- 229910002090 carbon oxide Inorganic materials 0.000 claims description 8
- 239000011261 inert gas Substances 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 7
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 4
- 238000005839 oxidative dehydrogenation reaction Methods 0.000 claims description 4
- 238000001816 cooling Methods 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 238000000895 extractive distillation Methods 0.000 claims description 2
- 238000004231 fluid catalytic cracking Methods 0.000 claims 2
- NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- 238000005865 alkene metathesis reaction Methods 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- 230000006835 compression Effects 0.000 claims 1
- 238000007906 compression Methods 0.000 claims 1
- 239000002826 coolant Substances 0.000 claims 1
- JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000003606 oligomerizing effect Effects 0.000 claims 1
- 235000013844 butane Nutrition 0.000 description 14
- 239000000203 mixture Substances 0.000 description 9
- QNRMTGGDHLBXQZ-UHFFFAOYSA-N buta-1,2-diene Chemical compound CC=C=C QNRMTGGDHLBXQZ-UHFFFAOYSA-N 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- MWWATHDPGQKSAR-UHFFFAOYSA-N propyne Chemical compound CC#C MWWATHDPGQKSAR-UHFFFAOYSA-N 0.000 description 5
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 238000005336 cracking Methods 0.000 description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 4
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 229910052702 rhenium Inorganic materials 0.000 description 4
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 3
- 238000005984 hydrogenation reaction Methods 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000001345 alkine derivatives Chemical class 0.000 description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 235000010290 biphenyl Nutrition 0.000 description 2
- KDKYADYSIPSCCQ-UHFFFAOYSA-N but-1-yne Chemical compound CCC#C KDKYADYSIPSCCQ-UHFFFAOYSA-N 0.000 description 2
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 2
- IAQRGUVFOMOMEM-ARJAWSKDSA-N cis-but-2-ene Chemical compound C\C=C/C IAQRGUVFOMOMEM-ARJAWSKDSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 2
- 239000001282 iso-butane Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 2
- MHCVCKDNQYMGEX-UHFFFAOYSA-N 1,1'-biphenyl;phenoxybenzene Chemical group C1=CC=CC=C1C1=CC=CC=C1.C=1C=CC=CC=1OC1=CC=CC=C1 MHCVCKDNQYMGEX-UHFFFAOYSA-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
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001361 allenes Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- 239000002019 doping agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- YLQWCDOCJODRMT-UHFFFAOYSA-N fluoren-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C2=C1 YLQWCDOCJODRMT-UHFFFAOYSA-N 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 239000003960 organic solvent 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
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 238000004230 steam cracking Methods 0.000 description 1
- 229910052715 tantalum Inorganic materials 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14193247 | 2014-11-14 | ||
| EP14193247.5 | 2014-11-14 | ||
| PCT/EP2015/076018 WO2016075065A1 (de) | 2014-11-14 | 2015-11-09 | Verfahren zur herstellung von 1,3-butadien durch dehydrierung von n-butenen unter bereitstellung eines butane und 2-butene enthaltenden stoffstromes |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017533931A JP2017533931A (ja) | 2017-11-16 |
| JP2017533931A5 true JP2017533931A5 (enExample) | 2020-02-27 |
| JP6685299B2 JP6685299B2 (ja) | 2020-04-22 |
Family
ID=51897182
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017525811A Expired - Fee Related JP6685299B2 (ja) | 2014-11-14 | 2015-11-09 | ｎ−ブテン類の脱水素化によって、ブタンおよび２−ブテンを含む物質流を提供しながら１，３−ブタジエンを製造するための方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US10384990B2 (enExample) |
| EP (1) | EP3218334B1 (enExample) |
| JP (1) | JP6685299B2 (enExample) |
| KR (1) | KR20170084076A (enExample) |
| CN (1) | CN107001186A (enExample) |
| EA (1) | EA034435B1 (enExample) |
| WO (1) | WO2016075065A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107743419B (zh) | 2015-03-27 | 2021-12-03 | 巴斯夫欧洲公司 | 用于so2催化氧化成so3的成型催化剂体 |
| WO2017096235A1 (en) * | 2015-12-03 | 2017-06-08 | Lyondellbasell Acetyls, Llc | Selective removal of impurities in acetic acid production processes |
| JP6578065B2 (ja) * | 2015-12-03 | 2019-09-18 | ライオンデルバーゼル・アセチルズ・エルエルシー | 酢酸製造工程におけるアルデヒドの除去 |
| JP2019501938A (ja) | 2016-01-13 | 2019-01-24 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 酸化的脱水素化によるｎ−ブテンからの１，３−ブタジエンの製造方法 |
| WO2017133997A1 (de) | 2016-02-04 | 2017-08-10 | Basf Se | Verfahren zur herstellung von 1,3-butadien aus n-butenen durch oxidative dehydrierung |
| WO2018095840A1 (de) * | 2016-11-22 | 2018-05-31 | Basf Se | Verfahren zur herstellung von 1,3-butadien aus n-butenen durch oxidative dehydrierung umfassend eine furan-abtrennung bei der aufarbeitung |
| KR102064316B1 (ko) * | 2016-12-29 | 2020-01-09 | 주식회사 엘지화학 | 부타디엔 제조방법 |
| KR102061242B1 (ko) * | 2016-12-29 | 2019-12-31 | 주식회사 엘지화학 | 부타디엔 제조방법 |
| FR3068967B1 (fr) * | 2017-07-13 | 2019-06-28 | IFP Energies Nouvelles | Methode et procede pour convertir l'ethylene present dans l'effluent de tete d'un fcc de maniere a augmenter la production de propylene |
| CN111417613B (zh) * | 2018-02-27 | 2022-12-27 | 株式会社Lg化学 | 1,3-丁二烯的制备方法 |
| WO2019172250A1 (ja) * | 2018-03-06 | 2019-09-12 | Jsr株式会社 | １，３－ブタジエンの製造方法 |
| CN110272324B (zh) * | 2018-03-15 | 2022-07-15 | 惠生工程（中国）有限公司 | 催化裂化工艺副产碳四氧化脱氢制丁二烯工艺 |
| KR102690687B1 (ko) | 2020-07-24 | 2024-07-31 | 주식회사 엘지화학 | 올리고머 제조장치 |
| KR102735267B1 (ko) | 2020-08-07 | 2024-11-26 | 주식회사 엘지화학 | 1-부텐 및 프로필렌 제조방법 |
| US20240093620A1 (en) * | 2020-11-24 | 2024-03-21 | Sabic Global Technologies B.V. | Utilizing air waste heat boiler stack gases from dehydrogenation units |
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|---|---|---|---|---|
| PH12128A (en) | 1973-09-04 | 1978-11-07 | Standard Oil Co | Chromium-containing catalysts useful for oxidation reactions |
| US3959400A (en) | 1973-10-01 | 1976-05-25 | Mobil Oil Corporation | Olefin dimerization |
| US3932551A (en) | 1973-10-12 | 1976-01-13 | The Standard Oil Company | Process for the preparation of diolefins from olefins |
| DE2356049C3 (de) | 1973-11-09 | 1987-10-22 | Basf Ag, 6700 Ludwigshafen | Gewinnung von maleinsaeureanhydrid aus den abgasen der phthalsaeureanhydridherstellung |
| US3914332A (en) | 1973-11-23 | 1975-10-21 | Sun Ventures Inc | Oxidative dehydrogenation of butane |
| US3911039A (en) | 1974-01-23 | 1975-10-07 | Standard Oil Co Ohio | Process for the preparation of botadiene from N-butene |
| GB1523772A (en) | 1974-07-22 | 1978-09-06 | Standard Oil Co | Oxidation catalysts |
| US4162234A (en) | 1974-07-22 | 1979-07-24 | The Standard Oil Company | Oxidation catalysts |
| US4397771A (en) | 1975-01-13 | 1983-08-09 | The Standard Oil Co. | Oxidation catalysts |
| IN145044B (enExample) | 1975-01-13 | 1978-08-19 | Standard Oil Co Ohio | |
| DE2750284A1 (de) | 1977-11-10 | 1979-05-17 | Bayer Ag | Verfahren zur gewinnung von maleinsaeureanhydrid aus destillationsrueckstaenden |
| JPS56140931A (en) | 1980-04-04 | 1981-11-04 | Nippon Zeon Co Ltd | Preparation of conjugated diolefin |
| JPS56150023A (en) | 1980-04-22 | 1981-11-20 | Nippon Zeon Co Ltd | Preparation of conjugated diolefin |
| US4313016A (en) * | 1980-10-23 | 1982-01-26 | Petro-Tex Chemical Corporation | Isobutene removal from C4 streams |
| US4424141A (en) | 1981-01-05 | 1984-01-03 | The Standard Oil Co. | Process for producing an oxide complex catalyst containing molybdenum and one of bismuth and tellurium |
| US4511750A (en) | 1982-09-10 | 1985-04-16 | Chevron Research Company | Olefin oligomerization with an activated catalyst |
| 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 |
| US4547615A (en) | 1983-06-16 | 1985-10-15 | Nippon Zeon Co. Ltd. | Process for producing conjugated diolefins |
| DE3504146A1 (de) | 1985-02-07 | 1986-08-07 | Basf Ag, 6700 Ludwigshafen | Verfahren zur gewinnung von hochreinem maleinsaeureanhydrid aus rohem maleinsaeureanhydrid |
| EP0254956A3 (de) * | 1986-07-29 | 1988-08-03 | Linde Aktiengesellschaft | Verfahren zur Oligomerisierung von Olefinen |
| FR2608594B1 (fr) | 1986-12-17 | 1989-04-28 | Inst Francais Du Petrole | Procede de dimerisation des olefines par des catalyseurs heterogenes renfermant des composes du nickel deposes sur alumine |
| FR2641477B1 (fr) | 1989-01-10 | 1993-08-13 | Inst Francais Du Petrole | Procede de preparation et utilisation en dimerisation des olefines d'un catalyseur renfermant du nickel, du soufre et de l'alumine |
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| TW425381B (en) | 1997-11-14 | 2001-03-11 | Basf Ag | Process for preparing essentially unbranched octenes and dodecenes by oligomerization of unbranched butenes |
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| DE10015002A1 (de) | 2000-03-25 | 2001-09-27 | Basf Ag | Verfahren zur Herstellung von Oligomeren |
| DE10250468A1 (de) | 2002-10-30 | 2004-05-19 | Basf Ag | Verfahren zur Herstellung von Oligomeren abgeleitet von Butenen |
| DE102004009803A1 (de) | 2004-02-28 | 2005-09-15 | Basf Ag | Trägerkatalysator mit Aluminiumoxidträgern in delta- oder theta-Modifikation |
| DE102004009804A1 (de) | 2004-02-28 | 2005-09-15 | Basf Ag | Poröser, geformter Trägerkatalysator hergestellt unter Verwendung von Porenbildnern |
| DE102004009805A1 (de) | 2004-02-28 | 2005-09-15 | Basf Ag | Trägerkatalysator definierter Porenverteilung im Bereich der Mesoporen |
| DE102005002127A1 (de) * | 2005-01-17 | 2006-07-20 | Basf Ag | Verfahren zur Herstellung von Butadien aus n-Butan |
| DE102005009665A1 (de) | 2005-02-28 | 2006-08-31 | Basf Ag | Verfahren zur Herstellung von Propen aus 2-Buten- und Isobuten-reichen Feedströmen |
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| US7902412B2 (en) | 2007-07-23 | 2011-03-08 | Uop Llc | Use of olefin cracking to produce alkylate |
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| JP5621304B2 (ja) | 2009-05-21 | 2014-11-12 | 三菱化学株式会社 | 共役ジエンの製造方法 |
| JP5621305B2 (ja) | 2009-05-29 | 2014-11-12 | 三菱化学株式会社 | 共役ジエンの製造方法 |
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| KR101303403B1 (ko) * | 2011-06-30 | 2013-09-05 | 주식회사 엘지화학 | 병렬 반응기를 이용한 1,3-부타디엔의 제조방법 |
| KR101566049B1 (ko) | 2011-10-04 | 2015-11-05 | 주식회사 엘지화학 | 공액디엔의 제조 공정 |
| KR101566048B1 (ko) | 2011-10-04 | 2015-11-05 | 주식회사 엘지화학 | 공액디엔의 제조 공정 |
| KR101569233B1 (ko) | 2011-10-27 | 2015-11-16 | 주식회사 엘지화학 | n-부텐의 산화탈수소 반응을 통한 부타디엔의 증산 방법 및 이에 사용되는 장치 |
| JP2013119530A (ja) | 2011-12-07 | 2013-06-17 | Mitsubishi Chemicals Corp | 共役ジエンの製造方法 |
| ITMI20112404A1 (it) | 2011-12-28 | 2013-06-29 | Polimeri Europa Spa | Procedimento per la produzione di 1,3- butadiene |
| JP2013177380A (ja) | 2012-02-08 | 2013-09-09 | Mitsubishi Chemicals Corp | 共役ジエンの製造方法 |
| US9834492B2 (en) * | 2012-11-12 | 2017-12-05 | Uop Llc | Process for fluid catalytic cracking oligomerate |
| US20140163291A1 (en) | 2012-12-06 | 2014-06-12 | Basf Se | Process for the Oxidative Dehydrogenation of N-Butenes to Butadiene |
| US9399606B2 (en) | 2012-12-06 | 2016-07-26 | Basf Se | Catalyst and process for the oxidative dehydrogenation of N-butenes to butadiene |
| US20140163292A1 (en) | 2012-12-06 | 2014-06-12 | Basf Se | Process for the Oxidative Dehydrogenation of N-Butenes to Butadiene |
| WO2014111406A1 (de) | 2013-01-15 | 2014-07-24 | Basf Se | Verfahren zur oxidativen dehydrierung von n-butenen zu butadien |
| US20140200380A1 (en) | 2013-01-15 | 2014-07-17 | Basf Se | Process for Preparing 1,3-Butadiene from N-Butenes by Oxidative Dehydrogenation |
| US10144681B2 (en) | 2013-01-15 | 2018-12-04 | Basf Se | Process for the oxidative dehydrogenation of N-butenes to butadiene |
| US20140200381A1 (en) | 2013-01-16 | 2014-07-17 | Basf Se | Process for Preparing Butadiene by Oxidative Dehydrogenation of N-Butenes with Monitoring of the Peroxide Content During Work-Up of the Product |
| US20140296587A1 (en) * | 2013-03-28 | 2014-10-02 | Uop Llc | Integrated Process for Increasing Butadiene Production |
| EP3022169A1 (de) | 2013-07-18 | 2016-05-25 | Basf Se | Verfahren zur herstellung von 1,3-butadien aus n-butenen durch oxidative dehydrierung |
| WO2015063019A1 (de) | 2013-10-30 | 2015-05-07 | Basf Se | Verfahren zur herstellung von 1,3-butadien aus n-butenen durch oxidative dehydrierung |
| KR20160106728A (ko) | 2014-01-13 | 2016-09-12 | 바스프 에스이 | n-부텐의 산화성 탈수소화를 위한 반응기의 시동 방법 |
| EP2957512A1 (en) | 2014-06-17 | 2015-12-23 | Tetra Laval Holdings & Finance S.A. | A package |
-
2015
- 2015-11-09 EP EP15790976.3A patent/EP3218334B1/de not_active Not-in-force
- 2015-11-09 JP JP2017525811A patent/JP6685299B2/ja not_active Expired - Fee Related
- 2015-11-09 US US15/525,330 patent/US10384990B2/en not_active Expired - Fee Related
- 2015-11-09 EA EA201791044A patent/EA034435B1/ru not_active IP Right Cessation
- 2015-11-09 CN CN201580061506.6A patent/CN107001186A/zh active Pending
- 2015-11-09 KR KR1020177012558A patent/KR20170084076A/ko not_active Withdrawn
- 2015-11-09 WO PCT/EP2015/076018 patent/WO2016075065A1/de not_active Ceased
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