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1. WO2013052216 - PROCESS FOR PRODUCING PHENOL FROM CYCLOHEXYLBENZENE HYDROPEROXIDE

Publication Number WO/2013/052216
Publication Date 11.04.2013
International Application No. PCT/US2012/052876
International Filing Date 29.08.2012
IPC
C07C 37/08 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
37Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
08by decomposition of hydroperoxides, e.g. cumene hydroperoxide
C07C 37/74 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
37Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
68Separation; Purification; Stabilisation; Use of additives
70by physical treatment
74by distillation
C07C 37/07 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
37Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
06by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation
07with simultaneous reduction of C=O group in that ring
C07C 39/04 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
39Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
02monocyclic with no unsaturation outside the aromatic ring
04Phenol
C07C 45/53 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
45Preparation of compounds having C=O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
51by pyrolysis, rearrangement or decomposition
53of hydroperoxides
C07C 45/82 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
45Preparation of compounds having C=O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
78Separation; Purification; Stabilisation; Use of additives
81by change in the physical state, e.g. crystallisation
82by distillation
CPC
C07C 2/74
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
2Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
74by addition with simultaneous hydrogenation
C07C 2529/70
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
2529Catalysts comprising molecular sieves
04having base-exchange properties, e.g. crystalline zeolites, pillared clays
06Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
70of types characterised by their specific structure not provided for in groups C07C2529/08 - C07C2529/65
C07C 2601/14
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
2601Systems containing only non-condensed rings
12with a six-membered ring
14The ring being saturated
C07C 37/07
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
37Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
06by conversion of non-aromatic six-membered rings or of such rings formed in situ into aromatic six-membered rings, e.g. by dehydrogenation
07with simultaneous reduction of C=O group in that ring
C07C 37/08
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
37Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
08by decomposition of hydroperoxides, e.g. cumene hydroperoxide
C07C 407/00
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
407Preparation of peroxy compounds
Applicants
  • EXXONMOBIL CHEMICAL PATENTS INC. [US]/[US] (AllExceptUS)
  • KUECHLER, Keith, H. [US]/[US] (UsOnly)
  • LATTNER, James, R. [US]/[US] (UsOnly)
  • BECKER, Christopher, L. [US]/[US] (UsOnly)
Inventors
  • KUECHLER, Keith, H.
  • LATTNER, James, R.
  • BECKER, Christopher, L.
Agents
  • CHEN, Siwen
Priority Data
61/544,33707.10.2011US
Publication Language English (en)
Filing Language English (EN)
Designated States
Title
(EN) PROCESS FOR PRODUCING PHENOL FROM CYCLOHEXYLBENZENE HYDROPEROXIDE
(FR) PROCÉDÉ DE PRODUCTION DE PHÉNOL À PARTIR D'HYDROPEROXYDE DE CYCLOHEXYLBENZÈNE
Abstract
(EN) In a process for producing phenol, cyclohexylbenzene hydroperoxide is cleaved to produce a cleavage effluent stream comprising phenol and cyclohexanone and at least a portion of the cleavage effluent stream is fractionated to produce a first fraction richer in cyclohexanone than the cleavage effluent stream portion and a second fraction richer in phenol and depleted in cyclohexanone as compared with said cleavage effluent stream portion. At least a portion of the second fraction is then contacted with a dehydrogenation catalyst in a dehydrogenation reaction zone under dehydrogenation conditions effective to convert at least a portion of the cyclohexanone in said second fraction portion into phenol and cyclohexanol. In another embodiment, a composition of cyclohexanone (>99 wt%) and impurities of methylcy-clopentanone, cyclohexenol, cyclohexanedione or hydroxycyclohex-anone and cyclohexanol is claimed.
(FR) L'invention concerne un procédé de production de phénol qui comporte les étapes consistant à : cliver de l'hydroperoxyde de cyclohexylbenzène afin de produire un flux d'effluent de clivage comprenant du phénol et du cyclohexanone ; et fractionner au moins une partie du flux d'effluent de clivage afin de produire une première fraction plus riche en cyclohexanone que la partie du flux d'effluent de clivage, et une seconde fraction plus riche en phénol et appauvrie en cyclohexanone par rapport à ladite partie du flux d'effluent de clivage ; mettre ensuite au moins une partie de la seconde fraction en contact avec un catalyseur de déshydrogénation dans une zone de réaction de déshydrogénation, dans des conditions de déshydrogénation permettant de transformer au moins une partie du cyclohexanone de ladite seconde fraction en phénol et en cyclohexanol. Dans une autre forme de réalisation, l'invention concerne une composition de cyclohexanone (> 99 % en poids) et des impuretés de méthylcyclopentanone, de cyclohexénol, de cyclohexanedione ou d'hydroxycyclohexanone et de cyclohexanol.
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