SG189199A1 - Process for the production of purified xylene isomers - Google Patents
Process for the production of purified xylene isomers Download PDFInfo
- Publication number
- SG189199A1 SG189199A1 SG2013024104A SG2013024104A SG189199A1 SG 189199 A1 SG189199 A1 SG 189199A1 SG 2013024104 A SG2013024104 A SG 2013024104A SG 2013024104 A SG2013024104 A SG 2013024104A SG 189199 A1 SG189199 A1 SG 189199A1
- Authority
- SG
- Singapore
- Prior art keywords
- stream
- unit
- liquid phase
- aromatics
- product
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 51
- 230000008569 process Effects 0.000 title claims abstract description 45
- 150000003738 xylenes Chemical class 0.000 title claims abstract description 44
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims abstract description 216
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims abstract description 99
- 238000006317 isomerization reaction Methods 0.000 claims abstract description 63
- 239000007791 liquid phase Substances 0.000 claims abstract description 43
- 239000008096 xylene Substances 0.000 claims abstract description 43
- 239000012808 vapor phase Substances 0.000 claims abstract description 24
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 81
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 47
- 238000011084 recovery Methods 0.000 claims description 40
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims description 34
- 238000005194 fractionation Methods 0.000 claims description 29
- 238000000926 separation method Methods 0.000 claims description 27
- 238000001179 sorption measurement Methods 0.000 claims description 12
- 238000007323 disproportionation reaction Methods 0.000 claims description 6
- 238000011144 upstream manufacturing Methods 0.000 claims description 6
- 238000002425 crystallisation Methods 0.000 claims description 5
- 230000008025 crystallization Effects 0.000 claims description 5
- 239000012528 membrane Substances 0.000 claims description 5
- 230000006872 improvement Effects 0.000 claims description 4
- 230000000274 adsorptive effect Effects 0.000 claims description 3
- 239000000047 product Substances 0.000 description 34
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 6
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000005265 energy consumption Methods 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000001640 fractional crystallisation Methods 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 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
- 230000002411 adverse Effects 0.000 description 1
- 238000009835 boiling Methods 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
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000011280 coal tar Substances 0.000 description 1
- 238000010960 commercial process Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000005094 computer simulation Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000006200 ethylation reaction Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000011987 methylation Effects 0.000 description 1
- 238000007069 methylation reaction Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229940078552 o-xylene Drugs 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000010555 transalkylation reaction Methods 0.000 description 1
- -1 xylene isomerization Natural products 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/02—Monocyclic hydrocarbons
- C07C15/067—C8H10 hydrocarbons
- C07C15/08—Xylenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2729—Changing the branching point of an open chain or the point of substitution on a ring
-
- 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
- C07C7/12—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers
- C07C7/13—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers by molecular-sieve technique
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/14—Purification; Separation; Use of additives by crystallisation; Purification or separation of the crystals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Analytical Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Water Supply & Treatment (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US40808110P | 2010-10-29 | 2010-10-29 | |
| EP10192324 | 2010-11-24 | ||
| PCT/US2011/057226 WO2012058106A2 (en) | 2010-10-29 | 2011-10-21 | Process for the production of purified xylene isomers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SG189199A1 true SG189199A1 (en) | 2013-05-31 |
Family
ID=43247470
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SG2013024104A SG189199A1 (en) | 2010-10-29 | 2011-10-21 | Process for the production of purified xylene isomers |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP2632879A4 (ja) |
| JP (1) | JP5745635B2 (ja) |
| KR (1) | KR101530139B1 (ja) |
| CN (1) | CN103201241A (ja) |
| SG (1) | SG189199A1 (ja) |
| WO (1) | WO2012058106A2 (ja) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012058108A2 (en) * | 2010-10-29 | 2012-05-03 | Exxonmobil Chemical Patents Inc. | Process for the production of paraxylene |
| US9309169B2 (en) | 2012-11-30 | 2016-04-12 | Exxonmobil Chemical Patents Inc. | Process for the production of purified xylene isomers |
| CN104870409A (zh) * | 2012-11-30 | 2015-08-26 | 埃克森美孚化学专利公司 | 用于二甲苯制备的能量高效方法 |
| US9266796B2 (en) * | 2013-09-27 | 2016-02-23 | Uop Llc | Systems and methods for producing desired xylene isomers |
| EP3105201B1 (en) * | 2014-02-13 | 2019-09-18 | BP Corporation North America Inc. | Energy efficient fractionation process for separating the reactor effluent from tol/a9+ translakylation processes |
| FR3023842B1 (fr) * | 2014-07-18 | 2017-11-24 | Ifp Energies Now | Procede de production de paraxylene a haute purete a partir d'une coupe xylene, procede utilisant une unite de separation en lit mobile simule et deux unites d'isomerisation, l'une en phase gaz l'autre en phase liquide. |
| TW201733915A (zh) * | 2015-11-13 | 2017-10-01 | 艾克頌美孚研究工程公司 | 逆滲透膜及分離 |
| CN110283033B (zh) * | 2019-06-28 | 2021-11-02 | 中国石油天然气集团有限公司 | 多区协控微循环高容量吸附结晶耦合芳烃生产方法及系统 |
| WO2023044278A1 (en) * | 2021-09-16 | 2023-03-23 | Exxonmobil Chemical Patents Inc. | Xylene isomer separation processes |
| CN114534771B (zh) * | 2022-03-03 | 2022-09-16 | 大庆亿鑫化工股份有限公司 | 一种混合二甲苯的异构化催化剂和邻二甲苯的分离方法 |
| WO2023244389A1 (en) * | 2022-06-14 | 2023-12-21 | Exxonmobil Chemical Patents Inc. | Production of p-xylene by liquid-phase isomerization in the presence of c9+ aromatic hydrocarbons and separation thereof |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3856874A (en) * | 1973-09-13 | 1974-12-24 | Mobil Oil Corp | Xylene isomerization |
| US4236996A (en) * | 1979-05-25 | 1980-12-02 | Mobil Oil Corporation | Xylene isomerization |
| US5705726A (en) * | 1994-11-18 | 1998-01-06 | Mobil Oil Corporation | Xylene isomerization on separate reactors |
| US5998688A (en) * | 1998-08-25 | 1999-12-07 | Mobil Oil Corporation | Xylene isomerization process using toluene co-feed |
| EP1109761B1 (en) * | 1998-08-25 | 2003-05-07 | Exxonmobil Oil Corporation | Para-xylene production process |
| FR2792632B1 (fr) * | 1999-04-22 | 2004-02-13 | Inst Francais Du Petrole | Procede de production de paraxylene comprenant une etape d'adsorption, une etape d'isomerisation en phase liquide et une etape d'isomerisation en phase gazeuse avec une zeolithe de type eu0 |
| FR2844790B1 (fr) * | 2002-09-20 | 2004-10-22 | Inst Francais Du Petrole | Procede de coproduction de paraxylene et de styrene |
| FR2862638B1 (fr) * | 2003-11-26 | 2005-12-30 | Inst Francais Du Petrole | Procede de production de paraxylene comprenant une etape d'adsorption et deux etapes d'isomerisation |
| FR2883283B1 (fr) * | 2005-03-16 | 2007-05-18 | Inst Francais Du Petrole | Procede de production combinee de paraxylene et de benzene de productivite amelioree |
| US7439412B2 (en) * | 2006-04-25 | 2008-10-21 | Exxonmobil Chemical Patents Inc. | Process for producing para-xylene |
| KR100843435B1 (ko) * | 2007-04-27 | 2008-07-03 | 삼성토탈 주식회사 | 유사 이동층 크실렌 혼합물 전처리 공정 및 추가의 크실렌이성질화 공정을 포함하는 방향족 화합물의 분리 방법 |
| WO2012058108A2 (en) * | 2010-10-29 | 2012-05-03 | Exxonmobil Chemical Patents Inc. | Process for the production of paraxylene |
-
2011
- 2011-10-21 JP JP2013535109A patent/JP5745635B2/ja not_active Expired - Fee Related
- 2011-10-21 KR KR1020137010668A patent/KR101530139B1/ko not_active IP Right Cessation
- 2011-10-21 SG SG2013024104A patent/SG189199A1/en unknown
- 2011-10-21 WO PCT/US2011/057226 patent/WO2012058106A2/en active Application Filing
- 2011-10-21 CN CN2011800523988A patent/CN103201241A/zh active Pending
- 2011-10-21 EP EP11836892.7A patent/EP2632879A4/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| JP2014501700A (ja) | 2014-01-23 |
| WO2012058106A2 (en) | 2012-05-03 |
| EP2632879A4 (en) | 2015-12-16 |
| WO2012058106A3 (en) | 2012-07-05 |
| JP5745635B2 (ja) | 2015-07-08 |
| KR20130091345A (ko) | 2013-08-16 |
| EP2632879A2 (en) | 2013-09-04 |
| KR101530139B1 (ko) | 2015-06-18 |
| CN103201241A (zh) | 2013-07-10 |
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