DE1242212B - Verfahren zur Abscheidung von Isophthalsaeure aus an Isophthalsaeure und Terephthalsaeure heiss gesaettigter Loesung - Google Patents
Verfahren zur Abscheidung von Isophthalsaeure aus an Isophthalsaeure und Terephthalsaeure heiss gesaettigter LoesungInfo
- Publication number
- DE1242212B DE1242212B DEST14557A DEST014557A DE1242212B DE 1242212 B DE1242212 B DE 1242212B DE ST14557 A DEST14557 A DE ST14557A DE ST014557 A DEST014557 A DE ST014557A DE 1242212 B DE1242212 B DE 1242212B
- Authority
- DE
- Germany
- Prior art keywords
- isophthalic acid
- acid
- terephthalic acid
- solution
- crystals
- 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.)
- Pending
Links
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 title claims description 174
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title claims description 116
- 238000000034 method Methods 0.000 title claims description 32
- 238000000926 separation method Methods 0.000 title claims description 19
- 230000008569 process Effects 0.000 title claims description 11
- 239000012047 saturated solution Substances 0.000 title claims description 7
- 239000013078 crystal Substances 0.000 claims description 51
- 239000000243 solution Substances 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- 239000002904 solvent Substances 0.000 claims description 23
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 22
- 239000002253 acid Substances 0.000 claims description 19
- 238000010899 nucleation Methods 0.000 claims description 15
- 238000001816 cooling Methods 0.000 claims description 14
- 230000006911 nucleation Effects 0.000 claims description 14
- 239000007788 liquid Substances 0.000 claims description 12
- 238000001704 evaporation Methods 0.000 claims description 7
- 230000008020 evaporation Effects 0.000 claims description 7
- 238000007254 oxidation reaction Methods 0.000 claims description 7
- 230000003647 oxidation Effects 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- MGIAHHJRDZCTHG-UHFFFAOYSA-N benzene-1,3-dicarboxylic acid;terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1.OC(=O)C1=CC=CC(C(O)=O)=C1 MGIAHHJRDZCTHG-UHFFFAOYSA-N 0.000 claims description 4
- 238000000605 extraction Methods 0.000 claims description 3
- 239000002244 precipitate Substances 0.000 claims description 3
- 238000005119 centrifugation Methods 0.000 claims description 2
- 238000011144 upstream manufacturing Methods 0.000 claims 1
- 150000003738 xylenes Chemical class 0.000 claims 1
- 238000002425 crystallisation Methods 0.000 description 23
- 230000008025 crystallization Effects 0.000 description 23
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- 239000002245 particle Substances 0.000 description 11
- 239000002002 slurry Substances 0.000 description 11
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 10
- 238000009826 distribution Methods 0.000 description 9
- 150000007513 acids Chemical class 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000007873 sieving Methods 0.000 description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 6
- 230000008901 benefit Effects 0.000 description 6
- 230000012010 growth Effects 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 238000002386 leaching Methods 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000003247 decreasing effect Effects 0.000 description 3
- 238000004821 distillation Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000001376 precipitating effect Effects 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000002178 crystalline material Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000001640 fractional crystallisation Methods 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 239000012456 homogeneous solution Substances 0.000 description 2
- JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical class C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 230000035040 seed growth Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 239000000061 acid fraction Substances 0.000 description 1
- 230000000274 adsorptive effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect 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
- 230000008859 change Effects 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000013058 crude material Substances 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000005496 eutectics Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000005204 segregation Methods 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008207 working material Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D9/00—Crystallisation
- B01D9/0018—Evaporation of components of the mixture to be separated
- B01D9/0022—Evaporation of components of the mixture to be separated by reducing pressure
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D9/00—Crystallisation
- B01D9/0036—Crystallisation on to a bed of product crystals; Seeding
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
Landscapes
- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US1223366XA | 1957-12-11 | 1957-12-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1242212B true DE1242212B (de) | 1967-06-15 |
Family
ID=22402118
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEST14557A Pending DE1242212B (de) | 1957-12-11 | 1958-12-11 | Verfahren zur Abscheidung von Isophthalsaeure aus an Isophthalsaeure und Terephthalsaeure heiss gesaettigter Loesung |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE573797A (enrdf_load_stackoverflow) |
| DE (1) | DE1242212B (enrdf_load_stackoverflow) |
| FR (1) | FR1223366A (enrdf_load_stackoverflow) |
| NL (1) | NL104822C (enrdf_load_stackoverflow) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006125129A1 (en) * | 2005-05-19 | 2006-11-23 | Eastman Chemical Company | An enriched isophthalic acid composition |
| WO2008010785A3 (en) * | 2005-05-19 | 2008-07-10 | Eastman Chem Co | A process to enrich a carboxylic acid composition |
| US7834208B2 (en) | 2005-05-19 | 2010-11-16 | Eastman Chemical Company | Process to produce a post catalyst removal composition |
| US7855305B2 (en) | 2005-05-19 | 2010-12-21 | Eastman Chemical Company | Process to produce an enriched composition |
| US7880031B2 (en) | 2005-05-19 | 2011-02-01 | Eastman Chemical Company | Process to produce an enrichment feed |
| US7884233B2 (en) | 2005-05-19 | 2011-02-08 | Eastman Chemical Company | Enriched terephthalic acid composition |
| US7888529B2 (en) | 2006-03-01 | 2011-02-15 | Eastman Chemical Company | Process to produce a post catalyst removal composition |
| US7897809B2 (en) | 2005-05-19 | 2011-03-01 | Eastman Chemical Company | Process to produce an enrichment feed |
| US7919652B2 (en) | 2005-05-19 | 2011-04-05 | Eastman Chemical Company | Process to produce an enriched composition through the use of a catalyst removal zone and an enrichment zone |
-
0
- BE BE573797D patent/BE573797A/fr unknown
- NL NL104822D patent/NL104822C/xx active
-
1958
- 1958-12-11 FR FR781426A patent/FR1223366A/fr not_active Expired
- 1958-12-11 DE DEST14557A patent/DE1242212B/de active Pending
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7880031B2 (en) | 2005-05-19 | 2011-02-01 | Eastman Chemical Company | Process to produce an enrichment feed |
| US7304178B2 (en) | 2005-05-19 | 2007-12-04 | Eastman Chemical Company | Enriched isophthalic acid composition |
| WO2008010785A3 (en) * | 2005-05-19 | 2008-07-10 | Eastman Chem Co | A process to enrich a carboxylic acid composition |
| US7741516B2 (en) | 2005-05-19 | 2010-06-22 | Eastman Chemical Company | Process to enrich a carboxylic acid composition |
| US7834208B2 (en) | 2005-05-19 | 2010-11-16 | Eastman Chemical Company | Process to produce a post catalyst removal composition |
| US7855305B2 (en) | 2005-05-19 | 2010-12-21 | Eastman Chemical Company | Process to produce an enriched composition |
| WO2006125129A1 (en) * | 2005-05-19 | 2006-11-23 | Eastman Chemical Company | An enriched isophthalic acid composition |
| US7884231B2 (en) | 2005-05-19 | 2011-02-08 | Eastman Chemical Company | Process to produce an enriched composition |
| US7884233B2 (en) | 2005-05-19 | 2011-02-08 | Eastman Chemical Company | Enriched terephthalic acid composition |
| US7897809B2 (en) | 2005-05-19 | 2011-03-01 | Eastman Chemical Company | Process to produce an enrichment feed |
| US7919652B2 (en) | 2005-05-19 | 2011-04-05 | Eastman Chemical Company | Process to produce an enriched composition through the use of a catalyst removal zone and an enrichment zone |
| US8053597B2 (en) | 2005-05-19 | 2011-11-08 | Grupo Petrotemex, S.A. De C.V. | Enriched terephthalic acid composition |
| US7888529B2 (en) | 2006-03-01 | 2011-02-15 | Eastman Chemical Company | Process to produce a post catalyst removal composition |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1223366A (fr) | 1960-06-16 |
| NL104822C (enrdf_load_stackoverflow) | |
| BE573797A (enrdf_load_stackoverflow) |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2437846C2 (enrdf_load_stackoverflow) | ||
| DE1468705A1 (de) | Verfahren zur Gewinnung von para-Xylol | |
| DE1190929C2 (de) | Verfahren zur Reinigung von Adipinsaeuredinitril | |
| DE1242212B (de) | Verfahren zur Abscheidung von Isophthalsaeure aus an Isophthalsaeure und Terephthalsaeure heiss gesaettigter Loesung | |
| DE69716497T2 (de) | Verfahren zur Rückgewinnung von Wertstoffen aus Gärungsschlempe | |
| DE68923312T2 (de) | Verfahren zur Herstellung von Caprolactam mit hoher Reinheit. | |
| DE60102641T2 (de) | Verfahren zur Herstellung von 2,6-Dimethylnaphthalin | |
| DE1543977B2 (de) | Verfahren zur Gewinnung von Apfelsäure | |
| DE2022569C3 (de) | Verfahren zur Reinigung von rohem 2-Mercaptobenzothiazol | |
| DD244540A1 (de) | Verfahren zur verarbeitung von glaubersalz zu alkalisulfaten | |
| DE1925038C3 (de) | Verfahren zur Gewinnung von Terephthalsäure | |
| DE2340696C2 (de) | Verfahren, um meta-Xylol aus einer Mischung aus aromatischen C↓8↓-Isomeren unter kinetisch kontrollierten Bedingungen selektiv abzutrennen | |
| DE2340625A1 (de) | Selektive abtrennung von xylolen durch klasseneinteilung von kristallen unterschiedlicher groesse | |
| DE2004827C3 (de) | Verfahren zur Abtrennung eines kristallisierbaren Bestandteils aus einer Lösung | |
| DE3040431C2 (de) | Verfahren zur Gewinnung von reinem Anthracen aus dem Steinkohlenteer-Anthracenöl | |
| DE68910343T2 (de) | Reinigung von tertiärem Butanol. | |
| DE1211118B (de) | Verfahren zur Gewinnung von Glutaminsaeure | |
| DE1025875B (de) | Verfahren zur Abtrennung von Begleitstoffen aus kristallinen Stoffen | |
| AT200569B (de) | Verfahren zur kontinuierlichen Raffination der Isomeren des Benzolhexachlorids | |
| DE19944252A1 (de) | Verfahren zum Herstellen von hochreinem Inden und hochreines Inden | |
| DE1768473A1 (de) | Verfahren zur Abtrennung von p-Xylol aus einer aromatischen Kohlenwasserstoffraktion | |
| DE534189C (de) | Verfahren zur Gewinnung kristallisierter Dextrose | |
| DE69901745T2 (de) | Verfahren zur Trennung und Reinigung von Xylenolisomeren | |
| DE2331250C3 (de) | Verfahren zur Trennung von Resorcin und Hydrochinon | |
| DE934230C (de) | Verfahren zur Abtrennung von Desoxycholsaeure aus einem Cholsaeure-Desoxycholsaeuregemisch |