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EP1549597A1 - Procede de recuperation de phenol a partir de flux aqueux - Google Patents

Procede de recuperation de phenol a partir de flux aqueux

Info

Publication number
EP1549597A1
EP1549597A1 EP03817460A EP03817460A EP1549597A1 EP 1549597 A1 EP1549597 A1 EP 1549597A1 EP 03817460 A EP03817460 A EP 03817460A EP 03817460 A EP03817460 A EP 03817460A EP 1549597 A1 EP1549597 A1 EP 1549597A1
Authority
EP
European Patent Office
Prior art keywords
phenol
aqueous
salt
polar solvent
water
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.)
Withdrawn
Application number
EP03817460A
Other languages
German (de)
English (en)
Inventor
Robert W. Emblidge
Scott R. Keenan
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sunoco Inc R&M
Original Assignee
Sunoco Inc R&M
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sunoco Inc R&M filed Critical Sunoco Inc R&M
Publication of EP1549597A1 publication Critical patent/EP1549597A1/fr
Withdrawn legal-status Critical Current

Links

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
    • C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
    • C07C37/72—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment

Definitions

  • the invention is drawn generally to the field of the manufacture of phenol. Specifically, the invention is drawn to a method for the recovery of phenol from an aqueous stream, wherein the phenol is partitioned from the aqueous stream in such a way as to minimize the water and salt content of the phenol.
  • BACKGROUND OF THE INVENTION It is very common in the manufacture of phenol to generate aqueous streams containing significant amounts of phenol either as the free phenol or as a phenate salt. In order to maximize yield and minimize the environmental impact of waste water streams, manufacturers undertake to recover as much of this phenol as possible.
  • Phenol containing aqueous streams are generated from a number of sources in a phenol manufacturing facility.
  • a primary source of these streams is from the recovery of phenol from non-phenol organic streams such as cumene and alpha-methylstyrene.
  • the phenol is removed from these organic streams by extraction with an aqueous base such as sodium hydroxide to form an aqueous phenate solution.
  • the phenol is subsequently sprung from the aqueous solution by neutralization with an appropriate acid.
  • the sprung phenol is then separated from the aqueous layer and recycled to crude phenol processing.
  • a drawback of adding phenol recovered in this fashion to a process stream is that the recovered phenol generally contains a substantial amount of water and dissolved salts carried over from the aqueous streams. The salts may subsequently precipitate in process equipment, causing damage and lengthy shutdowns for cleaning and repairs. [0004] It would therefore be desirable to provide a method for recovering phenol from salt containing aqueous streams that minimizes the quantity of water and dissolved salts carried over into the recovered phenol.
  • SUMMARY OF THE INVENTION [0005]
  • the present invention provides a method for minimizing the content of salt in phenol recovered from salt containing aqueous streams.
  • the method of the present invention makes use of relatively non-polar solvents to improve the separation between phenol and salt containing water solutions.
  • Preferred non-polar solvents are organic streams comprising cumene, alpha-methylstyrene or mixtures thereof due to their ready availability in a phenol manufacturing environment.
  • phenol with a low salt content is recovered from a salt containing aqueous stream.
  • the low salt content in the recovered phenol is accomplished by addition of a relatively non-polar solvent to the phenol containing aqueous stream prior to separation.
  • relatively non-polar as referred to herein is meant non- polar relative to phenol and water.
  • the process according to the current invention is applicable to process streams comprising water and phenol.
  • an aqueous process stream is generated by extraction of phenol from an organic stream with an aqueous base such as sodium hydroxide to form an aqueous phenate solution.
  • the phenol is subsequently sprung from the phenate solution by neutralization with an appropriate acid.
  • a relatively non-polar solvent is added to the phenol water mixture.
  • the combined mixture is then agitated to effect mixing of the phenol and non-polar solvent.
  • the combined mixture is then separated into a phenol containing organic layer and a waste aqueous layer.
  • Preferred solvents are organic streams comprising cumene, alpha-methylstyrene or mixtures thereof due to their ready availability in a phenol manufacturing plant.
  • the organic streams utilized will generally comprise crude streams of cumene, alpha-methylstyrene or mixtures thereof that have been previously isolated from the decomposition of cumene hydroperoxide in the production of phenol.
  • the solvent composition used be as a whole non- polar relative to water and phenol.
  • the relatively non-polar solvent is added in a ratio to phenol of about 0.4:1 to about 1.2:1. More preferably the ratio of non-polar solvent to phenol is about 0.5: 1 to about 1 : 1.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

L'invention concerne un procédé amélioré de récupération de phénol à partir de flux aqueux. Ledit procédé consiste à ajouter un solvant relativement non polaire à un flux aqueux contenant du phénol afin d'améliorer la séparation du phénol du flux aqueux. L'amélioration entraîne un flux de phénol présentant un niveau de sel réduit récupéré à partir du flux aqueux.
EP03817460A 2003-06-20 2003-06-20 Procede de recuperation de phenol a partir de flux aqueux Withdrawn EP1549597A1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US2003/019538 WO2005005359A1 (fr) 2003-06-20 2003-06-20 Procede de recuperation de phenol a partir de flux aqueux

Publications (1)

Publication Number Publication Date
EP1549597A1 true EP1549597A1 (fr) 2005-07-06

Family

ID=34061430

Family Applications (1)

Application Number Title Priority Date Filing Date
EP03817460A Withdrawn EP1549597A1 (fr) 2003-06-20 2003-06-20 Procede de recuperation de phenol a partir de flux aqueux

Country Status (5)

Country Link
EP (1) EP1549597A1 (fr)
JP (1) JP2006503923A (fr)
CN (1) CN1675153A (fr)
AU (1) AU2003247583A1 (fr)
WO (1) WO2005005359A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7779625B2 (en) 2006-05-11 2010-08-24 Kalypto Medical, Inc. Device and method for wound therapy
JP7771765B2 (ja) * 2022-01-13 2025-11-18 三菱ケミカル株式会社 フェノールの製造方法及びフェノール組成物

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004046039A1 (fr) * 2002-11-20 2004-06-03 Abb Lummus Global Inc. Extraction de phenol d'eaux residuaires

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1075119B (de) * 1960-02-11 Phenolchemie Gesellschaft mit bt. schrankter Haftung, Gladbeck (Westf) Verfahren zum Entphenolen von Abwassern
GB517618A (en) * 1938-07-27 1940-02-05 George William Johnson Improvements in the recovery of phenols from oils and waste aqueous liquors
GB711656A (en) * 1951-04-24 1954-07-07 Bataafsche Petroleum Improvements in or relating to the recovery of phenols
US4298765A (en) * 1980-03-26 1981-11-03 Allied Corporation Purification of phenol with reduced energy consumption
US4504364A (en) * 1982-06-28 1985-03-12 The Lummus Company Phenol purification
IT1271279B (it) * 1994-12-15 1997-05-27 Enichem Spa Processo per il recupero di fenolo da un flusso acquoso contenente na2 so4
DE19954141A1 (de) * 1999-11-11 2001-06-13 Phenolchemie Gmbh & Co Kg Verfahren zur Verringerung des Salzgehaltes in Hochsieder aufweisenden Fraktionen, die bei der Herstellung von Phenol aus Cumol anfallen, durch Extraktion

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004046039A1 (fr) * 2002-11-20 2004-06-03 Abb Lummus Global Inc. Extraction de phenol d'eaux residuaires

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO2005005359A1 *

Also Published As

Publication number Publication date
CN1675153A (zh) 2005-09-28
WO2005005359A1 (fr) 2005-01-20
JP2006503923A (ja) 2006-02-02
AU2003247583A1 (en) 2005-01-28

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