SK892000A3 - Process for the separation of hydroxy acetone from a phenol containing the same - Google Patents
Process for the separation of hydroxy acetone from a phenol containing the same Download PDFInfo
- Publication number
- SK892000A3 SK892000A3 SK89-2000A SK892000A SK892000A3 SK 892000 A3 SK892000 A3 SK 892000A3 SK 892000 A SK892000 A SK 892000A SK 892000 A3 SK892000 A3 SK 892000A3
- Authority
- SK
- Slovakia
- Prior art keywords
- phenol
- hydroxyacetone
- base
- column
- distillation
- Prior art date
Links
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 title claims abstract description 171
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title claims abstract description 122
- 238000000034 method Methods 0.000 title claims abstract description 53
- 230000008569 process Effects 0.000 title claims abstract description 41
- 238000000926 separation method Methods 0.000 title description 4
- 238000004821 distillation Methods 0.000 claims description 68
- 239000002585 base Substances 0.000 claims description 61
- 238000006243 chemical reaction Methods 0.000 claims description 61
- 238000009835 boiling Methods 0.000 claims description 29
- 229940031826 phenolate Drugs 0.000 claims description 18
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 14
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 8
- 150000007530 organic bases Chemical class 0.000 claims description 7
- 238000006555 catalytic reaction Methods 0.000 claims description 2
- 239000012808 vapor phase Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 41
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 25
- 239000007859 condensation product Substances 0.000 description 16
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 14
- 239000007789 gas Substances 0.000 description 13
- 238000012545 processing Methods 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 238000009833 condensation Methods 0.000 description 8
- 230000005494 condensation Effects 0.000 description 8
- 239000012071 phase Substances 0.000 description 8
- 238000000354 decomposition reaction Methods 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- 238000000746 purification Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical group COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 238000006482 condensation reaction Methods 0.000 description 4
- 238000011049 filling Methods 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- 230000009257 reactivity Effects 0.000 description 4
- GBGPVUAOTCNZPT-UHFFFAOYSA-N 2-Methylcumarone Chemical compound C1=CC=C2OC(C)=CC2=C1 GBGPVUAOTCNZPT-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000012546 transfer Methods 0.000 description 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 238000010543 cumene process Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 150000004707 phenolate Chemical group 0.000 description 2
- 238000001577 simple distillation Methods 0.000 description 2
- 238000001256 steam distillation Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- OZXIZRZFGJZWBF-UHFFFAOYSA-N 1,3,5-trimethyl-2-(2,4,6-trimethylphenoxy)benzene Chemical compound CC1=CC(C)=CC(C)=C1OC1=C(C)C=C(C)C=C1C OZXIZRZFGJZWBF-UHFFFAOYSA-N 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000000895 extractive distillation Methods 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 210000004124 hock Anatomy 0.000 description 1
- -1 hydroxyacetone Chemical compound 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000002452 interceptive effect Effects 0.000 description 1
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- SHOJXDKTYKFBRD-UHFFFAOYSA-N mesityl oxide Natural products CC(C)=CC(C)=O SHOJXDKTYKFBRD-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000004513 sizing Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/86—Purification; separation; Use of additives, e.g. for stabilisation by treatment giving rise to a chemical modification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19903414A DE19903414A1 (de) | 1999-01-29 | 1999-01-29 | Verfahren zum Entfernen von Hydroxyaceton aus hydroxyacetonhaltigem Phenol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SK892000A3 true SK892000A3 (en) | 2000-10-09 |
Family
ID=7895691
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SK89-2000A SK892000A3 (en) | 1999-01-29 | 2000-01-21 | Process for the separation of hydroxy acetone from a phenol containing the same |
Country Status (9)
| Country | Link |
|---|---|
| EP (1) | EP1024128A1 (ja) |
| JP (1) | JP2000226352A (ja) |
| KR (1) | KR20000053661A (ja) |
| CN (1) | CN1266839A (ja) |
| BG (1) | BG104113A (ja) |
| BR (1) | BR0000221A (ja) |
| DE (1) | DE19903414A1 (ja) |
| PL (1) | PL338120A1 (ja) |
| SK (1) | SK892000A3 (ja) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7034192B2 (en) | 2004-03-24 | 2006-04-25 | Sunoco Inc. (R&M) | Method for removal of acetol from phenol |
| KR101146249B1 (ko) | 2004-08-09 | 2012-05-15 | 허니웰 인터내셔널 인코포레이티드 | 페놀에서 아세톨을 제거하는 방법 |
| JP4996861B2 (ja) * | 2006-02-23 | 2012-08-08 | 三井化学株式会社 | 回収フェノール類の精製方法 |
| EP1847522A1 (en) * | 2006-04-18 | 2007-10-24 | INEOS Phenol GmbH & Co. KG | Process for removal of hydroxyacetone from phenol |
| KR101378274B1 (ko) * | 2010-06-08 | 2014-04-01 | 주식회사 엘지화학 | 페놀 불순물 제거 방법 |
| US11001548B1 (en) * | 2020-07-17 | 2021-05-11 | Kellogg Brown & Root Llc | Method of producing acetone with low aldehydes content |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE725035C (de) * | 1939-07-06 | 1942-09-11 | Ig Farbenindustrie Ag | Verfahren zur Abtrennung nicht saurer Stoffe von Phenolen |
| GB865677A (en) * | 1958-03-04 | 1961-04-19 | Distillers Co Yeast Ltd | Purification of phenol |
| GB883746A (en) * | 1959-08-28 | 1961-12-06 | Distillers Co Yeast Ltd | Purification of phenol |
| GB920905A (en) * | 1959-11-20 | 1963-03-13 | Shawinigan Chem Ltd | Improvements in and relating to purification of phenol |
| FR1547430A (fr) * | 1967-05-29 | 1968-11-29 | Rhone Poulenc Sa | Procédé de purification du phénol |
| US4298765A (en) * | 1980-03-26 | 1981-11-03 | Allied Corporation | Purification of phenol with reduced energy consumption |
| US4634796A (en) * | 1985-03-25 | 1987-01-06 | Lummus Crest, Inc. | Production of high purity phenol |
| JPS6212730A (ja) * | 1985-07-11 | 1987-01-21 | Nippon Steel Chem Co Ltd | 分留フェノール類の精製法 |
-
1999
- 1999-01-29 DE DE19903414A patent/DE19903414A1/de not_active Withdrawn
- 1999-12-31 EP EP99126266A patent/EP1024128A1/de not_active Withdrawn
-
2000
- 2000-01-21 SK SK89-2000A patent/SK892000A3/sk unknown
- 2000-01-27 JP JP2000019093A patent/JP2000226352A/ja active Pending
- 2000-01-27 BG BG104113A patent/BG104113A/xx unknown
- 2000-01-28 KR KR1020000004349A patent/KR20000053661A/ko not_active Withdrawn
- 2000-01-28 BR BR0000221-6A patent/BR0000221A/pt not_active Application Discontinuation
- 2000-01-28 PL PL00338120A patent/PL338120A1/xx unknown
- 2000-01-28 CN CN00101911A patent/CN1266839A/zh active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE19903414A1 (de) | 2000-10-05 |
| JP2000226352A (ja) | 2000-08-15 |
| BR0000221A (pt) | 2001-08-21 |
| PL338120A1 (en) | 2000-07-31 |
| KR20000053661A (ko) | 2000-08-25 |
| EP1024128A1 (de) | 2000-08-02 |
| CN1266839A (zh) | 2000-09-20 |
| BG104113A (en) | 2001-08-31 |
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