JP2015521199A5 - - Google Patents
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- Publication number
- JP2015521199A5 JP2015521199A5 JP2015515013A JP2015515013A JP2015521199A5 JP 2015521199 A5 JP2015521199 A5 JP 2015521199A5 JP 2015515013 A JP2015515013 A JP 2015515013A JP 2015515013 A JP2015515013 A JP 2015515013A JP 2015521199 A5 JP2015521199 A5 JP 2015521199A5
- Authority
- JP
- Japan
- Prior art keywords
- stream
- phenol
- aromatic hydrocarbon
- xylene
- hydrocarbon stream
- 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
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 23
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 6
- 238000006317 isomerization reaction Methods 0.000 claims description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 3
- 239000008096 xylene Substances 0.000 claims description 3
- 238000002425 crystallisation Methods 0.000 claims description 2
- 230000008025 crystallization Effects 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 12
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims 10
- 239000000203 mixture Substances 0.000 claims 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 9
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 6
- 239000003463 adsorbent Substances 0.000 claims 6
- 238000010926 purge Methods 0.000 claims 6
- 239000003054 catalyst Substances 0.000 claims 5
- 238000005804 alkylation reaction Methods 0.000 claims 4
- 229940100198 alkylating agent Drugs 0.000 claims 3
- 239000002168 alkylating agent Substances 0.000 claims 3
- 239000011261 inert gas Substances 0.000 claims 3
- 238000001179 sorption measurement Methods 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 claims 2
- 230000029936 alkylation Effects 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 150000002576 ketones Chemical class 0.000 claims 2
- 238000011084 recovery Methods 0.000 claims 2
- 230000008929 regeneration Effects 0.000 claims 2
- 238000011069 regeneration method Methods 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- 239000003377 acid catalyst Substances 0.000 claims 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 238000003763 carbonization Methods 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 229910001867 inorganic solvent Inorganic materials 0.000 claims 1
- 239000003049 inorganic solvent Substances 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- 239000011574 phosphorus Substances 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 239000000377 silicon dioxide Substances 0.000 claims 1
- -1 steam Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000007791 liquid phase Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 230000000274 adsorptive effect Effects 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261653698P | 2012-05-31 | 2012-05-31 | |
| US61/653,698 | 2012-05-31 | ||
| US201261681501P | 2012-08-09 | 2012-08-09 | |
| US61/681,501 | 2012-08-09 | ||
| PCT/US2013/039193 WO2013180888A1 (en) | 2012-05-31 | 2013-05-02 | Phenol removal in paraxylene recovery process |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016230550A Division JP2017066151A (ja) | 2012-05-31 | 2016-11-28 | パラキシレンの製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2015521199A JP2015521199A (ja) | 2015-07-27 |
| JP2015521199A5 true JP2015521199A5 (enExample) | 2016-03-31 |
| JP6317736B2 JP6317736B2 (ja) | 2018-04-25 |
Family
ID=49671056
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015515013A Active JP6317736B2 (ja) | 2012-05-31 | 2013-05-02 | パラキシレンの回収法におけるフェノールの除去 |
| JP2016230550A Pending JP2017066151A (ja) | 2012-05-31 | 2016-11-28 | パラキシレンの製造方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016230550A Pending JP2017066151A (ja) | 2012-05-31 | 2016-11-28 | パラキシレンの製造方法 |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US9012711B2 (enExample) |
| JP (2) | JP6317736B2 (enExample) |
| KR (1) | KR101632529B1 (enExample) |
| CN (2) | CN107285975A (enExample) |
| BR (1) | BR112014029716A2 (enExample) |
| TW (3) | TWI537249B (enExample) |
| WO (1) | WO2013180888A1 (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR112014029716A2 (pt) | 2012-05-31 | 2017-06-27 | Exxonmobil Chemical Patents Inc | remoção de fenol em processo de recuperação de paraxileno |
| US9156749B2 (en) * | 2012-05-31 | 2015-10-13 | Exxonmobil Chemical Patents Inc. | Styrene removal in paraxylene recovery process |
| US9193645B2 (en) * | 2012-08-31 | 2015-11-24 | Exxonmobil Chemical Patents Inc. | Xylene isomerization process and catalyst therefor |
| US9422208B2 (en) | 2013-05-07 | 2016-08-23 | Exxonmobil Chemical Patents Inc. | Treatment of aromatic hydrocarbon stream |
| FR3010911B1 (fr) * | 2013-09-20 | 2017-06-09 | Ifp Energies Now | Procede de separation des xylenes par contre courant simule traitant une charge contenant des impuretes oxygenees aromatiques de type phenols |
| US9598332B2 (en) | 2013-12-20 | 2017-03-21 | Exxonmobil Chemical Patents Inc. | Production of para-xylene |
| WO2015094500A2 (en) | 2013-12-20 | 2015-06-25 | Exxonmobil Chemical Patents Inc. | Production of para-xylene |
| WO2016003612A1 (en) | 2014-06-30 | 2016-01-07 | Exxonmobil Chemical Patents Inc. | Processes for the production of para-xylene |
| JP6389284B2 (ja) | 2014-06-30 | 2018-09-12 | エクソンモービル・ケミカル・パテンツ・インク | パラキシレンの製造方法 |
| US9469579B2 (en) | 2014-06-30 | 2016-10-18 | Exxonmobil Chemical Patents Inc. | Process for the production of xylenes |
| CN104292083A (zh) * | 2014-10-11 | 2015-01-21 | 江苏常州酞青新材料科技有限公司 | 一种丙二醇苯醚精制过程中苯酚的去除方法 |
| US9963403B2 (en) | 2014-10-27 | 2018-05-08 | Exxonmobil Chemical Patents Inc. | Process and apparatus for the conversion of hydrocarbons |
| KR101974770B1 (ko) | 2015-04-30 | 2019-05-02 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 파라-자일렌의 제조를 위한 방법 및 장치 |
| CN110914229B (zh) | 2017-11-21 | 2023-01-31 | 中国石油化工股份有限公司 | 从煤衍生的液体制备二甲苯和苯酚的方法 |
| US20190241485A1 (en) | 2017-12-22 | 2019-08-08 | Exxonmobil Chemical Patents Inc. | Catalysts for Producing Paraxylene by Methylation of Benzene and/or Toluene |
| US11053176B2 (en) | 2018-03-30 | 2021-07-06 | Exxonmobil Chemical Patents Inc. | Process for co-production of mixed xylenes and high octane C9+ aromatics |
| TWI773974B (zh) | 2019-03-29 | 2022-08-11 | 美商艾克頌美孚化學專利股份有限公司 | 新穎沸石，其製法，及其於轉化芳族烴之用途 |
| KR20210126101A (ko) | 2019-03-29 | 2021-10-19 | 엑손모빌 케미칼 패턴츠 인코포레이티드 | 방향족 탄화수소 전환용 mel형 제올라이트, 상기 제올라이트의 제조 방법, 및 상기 제올라이트를 포함하는 촉매 조성물 |
| CN110746255A (zh) * | 2019-09-24 | 2020-02-04 | 陕西煤化工技术工程中心有限公司 | 一种粗苯制对二甲苯的方法 |
| CN113443992B (zh) * | 2020-03-25 | 2022-09-27 | 天津大加化工有限公司 | 一种低苯酚含量的水杨酸甲酯的制备方法 |
| FR3112289B1 (fr) * | 2020-07-10 | 2022-07-22 | Arkema France | Purification de liquides aromatiques |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2943105A (en) | 1957-12-23 | 1960-06-28 | Pan American Petroleum Corp | Treatment of hydrocarbon solutions of oxygenated chemicals with solid adsorbents |
| NL127084C (enExample) | 1958-03-03 | |||
| US3409691A (en) | 1966-02-01 | 1968-11-05 | Dow Chemical Co | Porous cation exchange resins as selective sorbents in organic systems |
| US3751507A (en) | 1971-07-12 | 1973-08-07 | Rohm & Haas | Adsorption process |
| US4064042A (en) | 1975-02-18 | 1977-12-20 | Rohm And Haas Company | Purification of blood using partially pyrolyzed polymer particles |
| JPS5231038A (en) * | 1975-09-01 | 1977-03-09 | Toray Ind Inc | Separation process of p-xylene by adsorption |
| JPS54125619A (en) * | 1978-03-17 | 1979-09-29 | Teijin Yuka Kk | Method of reforming hydrocarbons |
| JPS6059887B2 (ja) | 1979-09-07 | 1985-12-27 | 住友化学工業株式会社 | 有機化合物中に含まれるフェノ−ル類の除去方法 |
| US4453029A (en) | 1979-12-19 | 1984-06-05 | Mobil Oil Corporation | Selective sorption by zeolites |
| US4404118A (en) | 1981-12-28 | 1983-09-13 | Uop Inc. | Regeneration of adsorbents by low temperature hydrogen stripping |
| US4469805A (en) | 1982-10-25 | 1984-09-04 | Gulf Research & Development Company | Regeneration of filter clay with liquid methanol |
| US4899017A (en) * | 1987-07-27 | 1990-02-06 | Mobil Oil Corporation | Process for the selective separation of para-xylene from C8 aromatic mixtures |
| GB9017344D0 (en) | 1990-08-08 | 1990-09-19 | Laporte Industries Ltd | Absorbents and a method for their production |
| JPH07215901A (ja) | 1994-01-28 | 1995-08-15 | Mitsui Toatsu Chem Inc | フェノールの分離方法 |
| US6376733B1 (en) * | 1996-01-25 | 2002-04-23 | Exxonmobil Chemical Patents Inc. | Process for production of paraxylene |
| US6423879B1 (en) | 1997-10-02 | 2002-07-23 | Exxonmobil Oil Corporation | Selective para-xylene production by toluene methylation |
| WO1999038823A1 (en) | 1998-01-30 | 1999-08-05 | Exxon Chemical Patents Inc. | Reactive distillation process for the production of xylenes |
| CN1073977C (zh) | 1998-11-18 | 2001-10-31 | 中国石油化工集团公司 | 苯乙烯单体的纯化方法 |
| US6313362B1 (en) | 1998-12-17 | 2001-11-06 | Exxonmobil Corporation | Aromatic alkylation process |
| WO2001068242A1 (en) | 2000-03-14 | 2001-09-20 | Kyowa Chemical Industry Co., Ltd. | Adsorbent for aromatic hydroxy compound and utilization thereof |
| US6281406B1 (en) * | 2000-03-31 | 2001-08-28 | Chevron Corporation | Adsorption process for paraxylene purifacation using Cs SSZ-25 adsorbent with benzene desorbent |
| FR2823131B1 (fr) | 2001-04-04 | 2004-10-22 | Pro Catalyse | Procede d'elimination des molecules oxygenees organiques presentes dans un effluent organique, utilisant des agglomeres d'alumine |
| WO2008033200A1 (en) * | 2006-09-14 | 2008-03-20 | Exxonmobil Chemical Patents Inc. | Process for producing para-xylene |
| WO2009119725A1 (ja) * | 2008-03-27 | 2009-10-01 | 株式会社ジャパンエナジー | パラ置換芳香族炭化水素の製造方法 |
| US8115041B2 (en) * | 2008-04-02 | 2012-02-14 | Saudi Basic Industries Corporation | Pretreatment of a phosphorus-modified zeolite catalyst for an aromatic alkylation process |
| JP5495531B2 (ja) * | 2008-10-09 | 2014-05-21 | Ｊｘ日鉱日石エネルギー株式会社 | パラキシレン製造用合成ゼオライト触媒の製造方法、並びに該方法で製造したパラキシレン製造用触媒を用いた高純度パラキシレンの製造方法 |
| US8252967B2 (en) | 2009-04-14 | 2012-08-28 | Exxonmobil Chemical Patents Inc. | Process for the purification of paraxylene |
| EP2632880A4 (en) * | 2010-10-29 | 2016-01-27 | Exxonmobil Chem Patents Inc | PROCESS FOR PRODUCTION OF PARAXYLENE |
| US9295962B2 (en) | 2011-06-10 | 2016-03-29 | Exxonmobil Chemical Patents Inc. | Production of para-xylene |
| BR112014029716A2 (pt) | 2012-05-31 | 2017-06-27 | Exxonmobil Chemical Patents Inc | remoção de fenol em processo de recuperação de paraxileno |
| US9156749B2 (en) | 2012-05-31 | 2015-10-13 | Exxonmobil Chemical Patents Inc. | Styrene removal in paraxylene recovery process |
| WO2014047356A1 (en) | 2012-09-24 | 2014-03-27 | Exxonmobil Chemical Patents Inc. | Functionalized resins obtained via olefin metathesis |
| US9963403B2 (en) * | 2014-10-27 | 2018-05-08 | Exxonmobil Chemical Patents Inc. | Process and apparatus for the conversion of hydrocarbons |
-
2013
- 2013-05-02 BR BR112014029716A patent/BR112014029716A2/pt not_active Application Discontinuation
- 2013-05-02 KR KR1020147033162A patent/KR101632529B1/ko not_active Expired - Fee Related
- 2013-05-02 CN CN201710477467.9A patent/CN107285975A/zh active Pending
- 2013-05-02 US US13/875,402 patent/US9012711B2/en active Active
- 2013-05-02 CN CN201380028142.2A patent/CN104395272A/zh active Pending
- 2013-05-02 WO PCT/US2013/039193 patent/WO2013180888A1/en not_active Ceased
- 2013-05-02 JP JP2015515013A patent/JP6317736B2/ja active Active
- 2013-05-09 TW TW102116545A patent/TWI537249B/zh not_active IP Right Cessation
- 2013-05-09 TW TW105101062A patent/TWI624455B/zh not_active IP Right Cessation
- 2013-05-09 TW TW106131038A patent/TWI640506B/zh not_active IP Right Cessation
-
2015
- 2015-03-09 US US14/642,000 patent/US9434661B2/en active Active
- 2015-03-09 US US14/642,042 patent/US9205401B2/en active Active
-
2016
- 2016-11-28 JP JP2016230550A patent/JP2017066151A/ja active Pending
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