DE2340696C2 - Verfahren, um meta-Xylol aus einer Mischung aus aromatischen C↓8↓-Isomeren unter kinetisch kontrollierten Bedingungen selektiv abzutrennen - Google Patents
Verfahren, um meta-Xylol aus einer Mischung aus aromatischen C↓8↓-Isomeren unter kinetisch kontrollierten Bedingungen selektiv abzutrennenInfo
- Publication number
- DE2340696C2 DE2340696C2 DE2340696A DE2340696A DE2340696C2 DE 2340696 C2 DE2340696 C2 DE 2340696C2 DE 2340696 A DE2340696 A DE 2340696A DE 2340696 A DE2340696 A DE 2340696A DE 2340696 C2 DE2340696 C2 DE 2340696C2
- Authority
- DE
- Germany
- Prior art keywords
- xylene
- meta
- para
- mixture
- crystallization
- 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.)
- Expired
Links
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 title claims description 190
- 239000000203 mixture Substances 0.000 title claims description 69
- 238000000034 method Methods 0.000 title claims description 46
- 125000003118 aryl group Chemical group 0.000 title claims description 9
- 238000000926 separation method Methods 0.000 title description 6
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 207
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 65
- 238000002425 crystallisation Methods 0.000 claims description 57
- 230000008025 crystallization Effects 0.000 claims description 57
- 239000013078 crystal Substances 0.000 claims description 33
- 230000005496 eutectics Effects 0.000 claims description 20
- 239000002002 slurry Substances 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 8
- 239000007788 liquid Substances 0.000 claims description 4
- 239000000374 eutectic mixture Substances 0.000 claims description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 24
- 239000007787 solid Substances 0.000 description 21
- 239000008096 xylene Substances 0.000 description 19
- 239000000463 material Substances 0.000 description 18
- 239000003085 diluting agent Substances 0.000 description 13
- 239000012452 mother liquor Substances 0.000 description 13
- 239000002826 coolant Substances 0.000 description 10
- 238000005194 fractionation Methods 0.000 description 8
- 238000004821 distillation Methods 0.000 description 7
- 239000012141 concentrate Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000002699 waste material Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000006317 isomerization reaction Methods 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 238000010899 nucleation Methods 0.000 description 4
- 230000006911 nucleation Effects 0.000 description 4
- 238000011084 recovery Methods 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000009825 accumulation Methods 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 241001233037 catfish Species 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000011081 inoculation Methods 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- 238000006277 sulfonation reaction Methods 0.000 description 2
- -1 22.2 mol% Natural products 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-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
- 239000011324 bead Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000012217 deletion Methods 0.000 description 1
- 230000037430 deletion Effects 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 210000000265 leukocyte Anatomy 0.000 description 1
- 238000010297 mechanical methods and process Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000010956 selective crystallization Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- 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)
- Crystallography & Structural 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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00279854A US3825614A (en) | 1972-08-11 | 1972-08-11 | Recovery of meta-xylene by selective crystallization |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2340696A1 DE2340696A1 (de) | 1974-03-07 |
| DE2340696C2 true DE2340696C2 (de) | 1984-10-11 |
Family
ID=23070657
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2340696A Expired DE2340696C2 (de) | 1972-08-11 | 1973-08-10 | Verfahren, um meta-Xylol aus einer Mischung aus aromatischen C↓8↓-Isomeren unter kinetisch kontrollierten Bedingungen selektiv abzutrennen |
Country Status (8)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5329061A (en) * | 1993-06-01 | 1994-07-12 | Uop | Crystallization process for para-xylene recovery using two-stage recovery section |
| FR2728894A1 (fr) * | 1994-12-29 | 1996-07-05 | Inst Francais Du Petrole | Procede de separation de paraxylene comportant au moins deux etages de cristallisation a haute temperature |
| AU4557499A (en) | 1998-06-12 | 1999-12-30 | Washington Group International Inc. | Production of high purity meta-xylene |
| CN112679305B (zh) * | 2019-10-18 | 2022-10-11 | 中国石油化工股份有限公司 | 对二甲苯的生产方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB687405A (en) * | 1949-03-21 | 1953-02-11 | Robert Reid Coats | Improvements in and relating to the separation of xylenes by crystallization |
| US2622115A (en) * | 1949-05-23 | 1952-12-16 | Phillips Petroleum Co | Separation of eutectic-forming mixtures by crystallization methods |
| DE881344C (de) * | 1950-06-09 | 1953-08-10 | Phillips Petroleum Co | Verfahren und Vorrichtung zur Abtrennung und Reinigung mindestens einer der Komponenten eines fluessigen, mehrere Komponenten ent-haltenden organischen Gemisches |
| US2810772A (en) * | 1953-12-07 | 1957-10-22 | Exxon Research Engineering Co | Process for production and recovery of paraxylene |
-
1972
- 1972-08-11 US US00279854A patent/US3825614A/en not_active Expired - Lifetime
-
1973
- 1973-08-08 NL NL7310939A patent/NL7310939A/xx not_active Application Discontinuation
- 1973-08-09 IT IT51954/73A patent/IT990211B/it active
- 1973-08-10 FR FR7329308A patent/FR2195608B1/fr not_active Expired
- 1973-08-10 BE BE134495A patent/BE803511A/xx not_active IP Right Cessation
- 1973-08-10 DE DE2340696A patent/DE2340696C2/de not_active Expired
- 1973-08-10 GB GB3803273A patent/GB1414215A/en not_active Expired
- 1973-08-11 JP JP48090448A patent/JPS5238020B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US3825614A (en) | 1974-07-23 |
| GB1414215A (en) | 1975-11-19 |
| JPS4985029A (US20110009641A1-20110113-C00185.png) | 1974-08-15 |
| NL7310939A (US20110009641A1-20110113-C00185.png) | 1974-02-13 |
| IT990211B (it) | 1975-06-20 |
| BE803511A (fr) | 1974-02-11 |
| FR2195608A1 (US20110009641A1-20110113-C00185.png) | 1974-03-08 |
| DE2340696A1 (de) | 1974-03-07 |
| FR2195608B1 (US20110009641A1-20110113-C00185.png) | 1979-02-23 |
| JPS5238020B2 (US20110009641A1-20110113-C00185.png) | 1977-09-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| 8128 | New person/name/address of the agent |
Representative=s name: ZUMSTEIN SEN., F., DR. ASSMANN, E., DIPL.-CHEM. DR |
|
| D2 | Grant after examination | ||
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |