IL28446A - Hydrocarbon oxidation process - Google Patents
Hydrocarbon oxidation processInfo
- Publication number
- IL28446A IL28446A IL28446A IL2844667A IL28446A IL 28446 A IL28446 A IL 28446A IL 28446 A IL28446 A IL 28446A IL 2844667 A IL2844667 A IL 2844667A IL 28446 A IL28446 A IL 28446A
- Authority
- IL
- Israel
- Prior art keywords
- oxidation
- hydrocarbon
- zone
- fraction
- process according
- Prior art date
Links
- 238000007254 oxidation reaction Methods 0.000 title claims description 82
- 230000003647 oxidation Effects 0.000 title claims description 80
- 229930195733 hydrocarbon Natural products 0.000 title claims description 42
- 150000002430 hydrocarbons Chemical class 0.000 title claims description 42
- 238000000034 method Methods 0.000 title claims description 23
- 239000004215 Carbon black (E152) Substances 0.000 claims description 37
- 239000000203 mixture Substances 0.000 claims description 20
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- 239000007788 liquid Substances 0.000 claims description 13
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 11
- 229910052796 boron Inorganic materials 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000007789 gas Substances 0.000 claims description 7
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 5
- 229910001882 dioxygen Inorganic materials 0.000 claims description 5
- 239000007791 liquid phase Substances 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 4
- 150000001639 boron compounds Chemical class 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- OPFTUNCRGUEPRZ-QLFBSQMISA-N Cyclohexane Natural products CC(=C)[C@@H]1CC[C@@](C)(C=C)[C@H](C(C)=C)C1 OPFTUNCRGUEPRZ-QLFBSQMISA-N 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 229930195734 saturated hydrocarbon Natural products 0.000 claims 1
- 238000005201 scrubbing Methods 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
- 238000005984 hydrogenation reaction Methods 0.000 description 11
- 238000004821 distillation Methods 0.000 description 9
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 6
- 239000004327 boric acid Substances 0.000 description 6
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
- 238000000926 separation method Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 4
- 239000002671 adjuvant Substances 0.000 description 3
- -1 cyclohexyl borate ester Chemical class 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000012074 organic phase Substances 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 239000006200 vaporizer Substances 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 150000001642 boronic acid derivatives Chemical class 0.000 description 2
- 238000010908 decantation Methods 0.000 description 2
- 238000004508 fractional distillation Methods 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- VGTPKLINSHNZRD-UHFFFAOYSA-N oxoborinic acid Chemical compound OB=O VGTPKLINSHNZRD-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000011084 recovery Methods 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 241001292396 Cirrhitidae Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- PHLBKPHSAVXXEF-UHFFFAOYSA-N trazodone Chemical compound ClC1=CC=CC(N2CCN(CCCN3C(N4C=CC=CC4=N3)=O)CC2)=C1 PHLBKPHSAVXXEF-UHFFFAOYSA-N 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/24—Stationary reactors without moving elements inside
- B01J19/245—Stationary reactors without moving elements inside placed in series
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
- C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
- C07C29/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only in the presence of mineral boron compounds with, when necessary, hydrolysis of the intermediate formed
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00049—Controlling or regulating processes
- B01J2219/00051—Controlling the temperature
- B01J2219/00121—Controlling the temperature by direct heating or cooling
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00049—Controlling or regulating processes
- B01J2219/00051—Controlling the temperature
- B01J2219/00159—Controlling the temperature controlling multiple zones along the direction of flow, e.g. pre-heating and after-cooling
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US57033966A | 1966-08-04 | 1966-08-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL28446A true IL28446A (en) | 1970-12-24 |
Family
ID=24279264
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL28446A IL28446A (en) | 1966-08-04 | 1967-08-03 | Hydrocarbon oxidation process |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3558687A (fr) |
| BE (1) | BE702094A (fr) |
| CH (1) | CH476654A (fr) |
| DE (1) | DE1668202A1 (fr) |
| ES (1) | ES343836A1 (fr) |
| FR (1) | FR1548378A (fr) |
| GB (1) | GB1138420A (fr) |
| IL (1) | IL28446A (fr) |
| LU (1) | LU54217A1 (fr) |
| NL (1) | NL6710454A (fr) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3932513A (en) * | 1971-02-05 | 1976-01-13 | Halcon International, Inc. | Cyclohexane oxidation |
| US3959389A (en) * | 1972-07-14 | 1976-05-25 | Nippon Shokubai Kagaku Kogyo Co., Ltd. | Method of manufacturing alkylene oxide adducts of an aliphatic alcohol |
| US3932531A (en) * | 1972-07-14 | 1976-01-13 | Nippon Shokubai Kaguku Kogyo Co., Ltd. | Method of manufacturing alkylene oxide adducts of an aliphatic alcohol |
| US3914295A (en) * | 1972-12-18 | 1975-10-21 | Atlantic Richfield Co | Catalytic oxidation of hydrocarbons with organic hydroperoxides |
| US4599322A (en) * | 1984-01-12 | 1986-07-08 | Phillips Petroleum Company | Method for producing ketones and phenols |
| US4532360A (en) * | 1984-01-12 | 1985-07-30 | Phillips Petroleum Company | Method for producing ketones and phenols |
| AU2376001A (en) * | 1999-12-14 | 2001-06-25 | Fortum Oil And Gas Oy | Method for the manufacture of olefins |
-
1966
- 1966-08-04 US US570339A patent/US3558687A/en not_active Expired - Lifetime
-
1967
- 1967-07-28 NL NL6710454A patent/NL6710454A/xx unknown
- 1967-07-31 GB GB35024/67A patent/GB1138420A/en not_active Expired
- 1967-07-31 BE BE702094D patent/BE702094A/xx unknown
- 1967-08-01 LU LU54217D patent/LU54217A1/xx unknown
- 1967-08-03 IL IL28446A patent/IL28446A/en unknown
- 1967-08-03 CH CH1093767A patent/CH476654A/fr not_active IP Right Cessation
- 1967-08-03 FR FR1548378D patent/FR1548378A/fr not_active Expired
- 1967-08-04 DE DE19671668202 patent/DE1668202A1/de active Pending
- 1967-08-04 ES ES343836A patent/ES343836A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| LU54217A1 (fr) | 1969-06-16 |
| BE702094A (fr) | 1968-01-31 |
| ES343836A1 (es) | 1968-10-01 |
| GB1138420A (en) | 1969-01-01 |
| NL6710454A (fr) | 1968-02-05 |
| DE1668202A1 (de) | 1971-06-09 |
| FR1548378A (fr) | 1968-12-06 |
| US3558687A (en) | 1971-01-26 |
| CH476654A (fr) | 1969-08-15 |
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