DE2150076C3 - Kontinuierliches Verfahren zur Gewinnung von im wesentlichen acetophenonfreiem Phenol sowie Kohlenwasserstoffen aus der Nachlauffraktion des Reaktionsgemisches der Cumolhydroperoxidspaltung - Google Patents
Kontinuierliches Verfahren zur Gewinnung von im wesentlichen acetophenonfreiem Phenol sowie Kohlenwasserstoffen aus der Nachlauffraktion des Reaktionsgemisches der CumolhydroperoxidspaltungInfo
- Publication number
- DE2150076C3 DE2150076C3 DE2150076A DE2150076A DE2150076C3 DE 2150076 C3 DE2150076 C3 DE 2150076C3 DE 2150076 A DE2150076 A DE 2150076A DE 2150076 A DE2150076 A DE 2150076A DE 2150076 C3 DE2150076 C3 DE 2150076C3
- Authority
- DE
- Germany
- Prior art keywords
- fraction
- pyrolysis
- phenol
- hydrocarbons
- column
- 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
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 title claims description 29
- 229930195733 hydrocarbon Natural products 0.000 title claims description 18
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 17
- 238000003776 cleavage reaction Methods 0.000 title claims description 8
- 239000011541 reaction mixture Substances 0.000 title claims description 6
- 230000007017 scission Effects 0.000 title claims description 4
- 238000010924 continuous production Methods 0.000 title claims description 3
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 title description 6
- 238000011084 recovery Methods 0.000 title description 2
- 238000000197 pyrolysis Methods 0.000 claims description 37
- 238000000034 method Methods 0.000 claims description 23
- 238000004821 distillation Methods 0.000 claims description 15
- GKGSCWVTECAAKV-KTKRTIGZSA-N (z)-octadec-9-eneperoxoic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OO GKGSCWVTECAAKV-KTKRTIGZSA-N 0.000 claims 1
- 239000007788 liquid Substances 0.000 description 22
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 18
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 14
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 14
- 238000004508 fractional distillation Methods 0.000 description 11
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- 238000005336 cracking Methods 0.000 description 5
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 4
- 230000003647 oxidation Effects 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 238000000605 extraction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- QBDSZLJBMIMQRS-UHFFFAOYSA-N p-Cumylphenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=CC=C1 QBDSZLJBMIMQRS-UHFFFAOYSA-N 0.000 description 1
- NKTOLZVEWDHZMU-UHFFFAOYSA-N p-cumyl phenol Natural products CC1=CC=C(C)C(O)=C1 NKTOLZVEWDHZMU-UHFFFAOYSA-N 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- -1 phenol hydrocarbon Chemical class 0.000 description 1
- 230000000630 rising effect Effects 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
- C07C37/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms
- C07C37/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms by splitting polyaromatic compounds, e.g. polyphenolalkanes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
-
- 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
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
- C07C37/74—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
- C07C45/53—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of hydroperoxides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00079221A US3850996A (en) | 1970-10-08 | 1970-10-08 | Treatment of the heavy ends fraction of cumene hydroperoxide cleavage reaction mixture |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2150076A1 DE2150076A1 (de) | 1972-04-13 |
| DE2150076B2 DE2150076B2 (de) | 1981-01-08 |
| DE2150076C3 true DE2150076C3 (de) | 1987-07-30 |
Family
ID=22149174
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2150076A Expired DE2150076C3 (de) | 1970-10-08 | 1971-10-07 | Kontinuierliches Verfahren zur Gewinnung von im wesentlichen acetophenonfreiem Phenol sowie Kohlenwasserstoffen aus der Nachlauffraktion des Reaktionsgemisches der Cumolhydroperoxidspaltung |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3850996A (enExample) |
| JP (1) | JPS5235656B1 (enExample) |
| AR (1) | AR193622A1 (enExample) |
| AU (1) | AU458302B2 (enExample) |
| BE (1) | BE773723A (enExample) |
| CA (1) | CA926420A (enExample) |
| DE (1) | DE2150076C3 (enExample) |
| ES (1) | ES395806A1 (enExample) |
| FI (1) | FI56667C (enExample) |
| FR (1) | FR2111173A5 (enExample) |
| GB (1) | GB1362403A (enExample) |
| NL (1) | NL7113792A (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS593976B2 (ja) * | 1977-09-30 | 1984-01-27 | 三井化学株式会社 | レゾルシンの回収方法 |
| US4339605A (en) * | 1980-02-08 | 1982-07-13 | Euteco Impianti S.P.A. | Process for the thermal decomposition of phenol pitch |
| US5457244A (en) | 1994-10-04 | 1995-10-10 | General Electric Company | Phenol tar waste reduction process |
| US5672774A (en) * | 1995-10-24 | 1997-09-30 | General Electric Company | Phenol tar processing method |
| RU2120433C1 (ru) * | 1997-02-28 | 1998-10-20 | Дыкман Аркадий Самуилович | Способ переработки фенольной смолы, полученной в производстве фенола и ацетона кумольным методом |
| US6965056B1 (en) * | 1999-05-03 | 2005-11-15 | Shell Oil Company | Removal of salts in the manufacture of phenolic compound |
| RU2237650C1 (ru) * | 2003-01-20 | 2004-10-10 | Общество с ограниченной ответственностью "Еврохим СПб-Трейдинг" | Способ выделения фенола и ацетофенона из продуктов производства фенола кумольным методом |
| CN107200680B (zh) * | 2016-03-19 | 2021-05-07 | 青岛科技大学 | 一种苯酚废水的变压精馏分离方法 |
| KR102337898B1 (ko) | 2017-11-20 | 2021-12-09 | 주식회사 엘지화학 | 페놀 제조 공정에서의 부산물 분해방법 |
| EP3680226B1 (en) * | 2017-11-20 | 2023-10-25 | LG Chem, Ltd. | Method for decomposing by-product of phenol production process |
| KR102441561B1 (ko) * | 2018-12-20 | 2022-09-06 | 주식회사 엘지화학 | 페놀계 부산물의 분해 방법 및 이의 분해 장치 |
| CN116730786B (zh) * | 2023-08-09 | 2024-04-26 | 乐陵力维化学品有限责任公司 | 一种苯乙酮和2-苯基异丙醇混合废液制取苯乙酮的方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE750480C (de) * | 1942-12-25 | 1945-01-17 | Verfahren zur Reinigung von Rohphenoloelen | |
| US2715145A (en) * | 1949-06-03 | 1955-08-09 | Hercules Powder Co Ltd | Manufacture of phenol |
| BE512888A (enExample) * | 1951-07-18 | |||
| GB724190A (en) * | 1951-09-01 | 1955-02-16 | Distillers Co Yeast Ltd | Manufacture of phenol and acetophenone |
| NL127228C (enExample) * | 1959-07-15 |
-
1970
- 1970-10-08 US US00079221A patent/US3850996A/en not_active Expired - Lifetime
-
1971
- 1971-09-15 CA CA122876A patent/CA926420A/en not_active Expired
- 1971-09-24 FI FI2668/71A patent/FI56667C/fi active
- 1971-09-29 AU AU33999/71A patent/AU458302B2/en not_active Expired
- 1971-10-06 GB GB4656271A patent/GB1362403A/en not_active Expired
- 1971-10-06 AR AR238335A patent/AR193622A1/es active
- 1971-10-07 JP JP46079122A patent/JPS5235656B1/ja active Pending
- 1971-10-07 DE DE2150076A patent/DE2150076C3/de not_active Expired
- 1971-10-07 NL NL7113792A patent/NL7113792A/xx not_active Application Discontinuation
- 1971-10-07 ES ES395806A patent/ES395806A1/es not_active Expired
- 1971-10-08 BE BE773723A patent/BE773723A/xx not_active IP Right Cessation
- 1971-10-08 FR FR7136325A patent/FR2111173A5/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2150076B2 (de) | 1981-01-08 |
| CA926420A (en) | 1973-05-15 |
| FI56667C (fi) | 1980-03-10 |
| DE2150076A1 (de) | 1972-04-13 |
| JPS5235656B1 (enExample) | 1977-09-10 |
| AR193622A1 (es) | 1973-05-11 |
| BE773723A (fr) | 1972-04-10 |
| US3850996A (en) | 1974-11-26 |
| AU458302B2 (en) | 1975-02-27 |
| GB1362403A (en) | 1974-08-07 |
| ES395806A1 (es) | 1973-12-01 |
| AU3399971A (en) | 1973-04-05 |
| FR2111173A5 (enExample) | 1972-06-02 |
| FI56667B (fi) | 1979-11-30 |
| NL7113792A (enExample) | 1972-04-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8263 | Opposition against grant of a patent | ||
| 8281 | Inventor (new situation) |
Free format text: NIXON JUN., JOSEPH ROBERT, WILMINGTON, DEL., US |
|
| C3 | Grant after two publication steps (3rd publication) |