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WO2002050012A1 - Utilisation de membranes d'osmose dans la production d'acide terephtalique - Google Patents

Utilisation de membranes d'osmose dans la production d'acide terephtalique Download PDF

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Publication number
WO2002050012A1
WO2002050012A1 PCT/IB2001/002331 IB0102331W WO0250012A1 WO 2002050012 A1 WO2002050012 A1 WO 2002050012A1 IB 0102331 W IB0102331 W IB 0102331W WO 0250012 A1 WO0250012 A1 WO 0250012A1
Authority
WO
WIPO (PCT)
Prior art keywords
acetic acid
osmotic membrane
water
membrane system
stream
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.)
Ceased
Application number
PCT/IB2001/002331
Other languages
English (en)
Inventor
Luciano Piras
Luigi Soro
Michelle Chiarelli
Francesco Lanari
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.)
Inca International SpA
Original Assignee
Inca International SpA
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 Inca International SpA filed Critical Inca International SpA
Priority to AU2002220961A priority Critical patent/AU2002220961A1/en
Publication of WO2002050012A1 publication Critical patent/WO2002050012A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
    • B01D61/02—Reverse osmosis; Hyperfiltration ; Nanofiltration
    • B01D61/025—Reverse osmosis; Hyperfiltration
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
    • 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
    • Y02P20/10—Process efficiency
    • 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

Definitions

  • the present invention relates to a new process for the production of crude terephthalic acid ("CTA"). More particularly, this application relates to the use of reverse osmotic membranes to remove some acetic acid from the aqueous acetic acid streams, which are generated in the CTA production.
  • CTA crude terephthalic acid
  • Crude Terephthalic Acid is produced by direct oxidation of p-xylene using acetic acid as solvent and subsequent crystallization from the mother liquor to recover the Crude Terephthalic Acid (CTA) .
  • the slurry from the crystallizers is fed to a filtration device in which the CTA is separated from its mother liquor.
  • the CTA is washed, typically into the same filtering device, with recovered acetic acid.
  • the CTA is then dried and stored in storage silos to feed the purification section.
  • Osmotic membranes are well known in the art for use in purification of liquids.
  • reverse osmosis the aqueous solution is forced against an osmotic membrane (that is, a water-permeable membrane capable of selectively passing water through the membrane) .
  • an osmotic membrane that is, a water-permeable membrane capable of selectively passing water through the membrane
  • the flow of water under the applied hydrostatic pressure is in a direction opposite to that normally observed in direct osmosis.
  • water is preferentially forced through the membrane, effectively lowering the concentration of the impurity on that side of the membrane.
  • Additional osmotic membranes in series may further treat this more pure stream until the purity of the water passing through the membrane is at a desired level.
  • osmotic membranes can be advantageously used to remove some of the water from the aqueous acetic acid streams in a CTA production plant.
  • the use of these osmotic . membranes can lead to significant cost reductions, especially when used in conjunction with distil- lation towers, albeit smaller columns than previously required.
  • the present invention involves the use of one or more osmotic membranes to remove at least a portion of the acetic acid from the water in at least one of the aqueous acetic acid streams produced in a terephthalic acid production facility.
  • the osmotic membrane can be any membrane known in the art, which is capable to some extent of selectively passing water through the membrane while retaining acetic acid behind. It is preferred that the membrane also provides retention of other impurities which are commonly seen in the aqueous acetic acid streams, such as for example p-xylene or methyl acetate.
  • the spiral -wound elements membranes are most preferred.
  • the osmotic membranes used in the present invention can be installed in any aqueous acetic acid stream.
  • the stream practically should contain no more than 25 percent by weight acetic acid. This corresponds to an ap- proximate osmotic pressure of 70 bar, which is the burst limit of most commercial membranes. Accordingly it is preferred that the osmotic membranes be installed in streams having 25 percent or less acetic acid content.
  • an osmotic membrane has cer- tain efficiency for retaining the impurities (such as acetic acid) , such that some impurities will almost always pass through the membrane. For this reason it is preferred that a series of membranes be used sequentially such that the purified stream from a first membrane is passed to a second mem- brane. The purified stream from that second membrane can then be passed to a third membrane and so on until the final stream is sufficiently pure.
  • impurities such as acetic acid
  • the stream of (now less concentrated) aqueous acetic acid which did not pass through one of the membranes, can be routed as input to another membrane or a series of membranes in the sequence in accordance with the limitation connected to the relevant osmotic pressure.
  • an aqueous stream with a higher concentration of acetic acid is obtained, along with an aqueous stream which is less concentrated in acetic acid (and other impurities) .
  • the desired concentration is reached in the more concentrated stream, it is preferably routed to a distillation section, as it is herein described.
  • the number of sequential membranes depends on the efficiency of the membranes in removing the impurities, as it is known in the art.
  • the routing of the various streams through the various membranes can be optimized and controlled (preferably electronically) according to methods known in the art .
  • the required energy to run a distillation section in a plant of terephthalic acid is known in the art.
  • the use of osmotic membranes jointly with a distillation section is economically advantageous in comparison with the single distillation section itself.
  • the total amount of energy required to separate the acetic acid from the water is less and the investment costs are lower, because the resulting distillation section can be smaller.
  • the osmotic membranes for the final purification either the reflux ratio or the number of stages of the distillation tower, that separates acetic acid from water, can be significantly reduced.
  • the concentrated acetic acid is collected in the bottom of the tower and reused in the process.
  • the water is collected in the top of the tower and can be recycled, disposed of, or most preferably routed to the osmotic membrane (or at a suitable stage within the sequence of osmotic membranes) for further purification if needed. It is generally preferred that the purified water stream coming from the final membrane contains less than 0.01 percent by weight acetic acid, although local conditions will dictate the actual need. Obtaining purity levels this high through distillation alone would require large amounts of energy and much larger distillation columns. This water can be recycled for reuse in the various washes used in a typical terephthalic acid plant or be routed to disposal.
  • the membranes can be used to purify the aqueous acetic acid streams coming from several process streams. Ideally when membranes are used sequentially, the various streams are routed to the appropriate membrane such that it closely matches the concentration of the streams entering the membrane.
  • FIG. 1 Shown in Figure 1 are the typical values of the efficiency of the osmotic membranes, observed while separating water from acetic acid, on the basis of a single pass through the membrane. On the x axis are reported the concentrations of acetic acid in a water solution such as those observed in a process stream before the separation; on the y axis are displayed the amount of acetic acid removed from the stream as a percentage of the initial feed concentration. This figure demonstrates that it is possible to remove acetic acid from aqueous streams using osmotic membranes.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Water Supply & Treatment (AREA)
  • Nanotechnology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Separation Using Semi-Permeable Membranes (AREA)

Abstract

L'invention concerne l'utilisation de membranes d'osmose inverse pour le retrait d'une certaine quantité d'acide acétique de flux d'acide acétique aqueux générés par la production d'acide téréphtalique. L'utilisation de ces membranes permet la mise en oeuvre d'un procédé à plus faible consommation d'énergie et moins coûteux, pour la purification de flux aqueux, et à obtenir de l'acide acétique à renvoyer pour recyclage dans le process de production.
PCT/IB2001/002331 2000-12-21 2001-12-06 Utilisation de membranes d'osmose dans la production d'acide terephtalique Ceased WO2002050012A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2002220961A AU2002220961A1 (en) 2000-12-21 2001-12-06 Use of osmotic membranes in therephthalic acid production

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US25797400P 2000-12-21 2000-12-21
US60/257,974 2000-12-21

Publications (1)

Publication Number Publication Date
WO2002050012A1 true WO2002050012A1 (fr) 2002-06-27

Family

ID=22978568

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2001/002331 Ceased WO2002050012A1 (fr) 2000-12-21 2001-12-06 Utilisation de membranes d'osmose dans la production d'acide terephtalique

Country Status (2)

Country Link
AU (1) AU2002220961A1 (fr)
WO (1) WO2002050012A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7470348B2 (en) 2002-08-30 2008-12-30 Mitsubishi Heavy Industries, Ltd. Separator for producing aromatic carboxylic acids
CN100480231C (zh) * 2003-03-11 2009-04-22 惠氏公司 制备苯乙胺衍生物的方法

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4855491A (en) * 1988-04-25 1989-08-08 Amoco Corporation Method for selectively removing process stream impurities utilizing reverse osmosis
EP0652203A1 (fr) * 1994-04-07 1995-05-10 Glitsch, Inc. Procédé et l'appareillage pour la récupération d'acides carboxyliques à partir de solutions diluées
US5635071A (en) * 1995-01-20 1997-06-03 Zenon Airport Enviromental, Inc. Recovery of carboxylic acids from chemical plant effluents
WO1998041478A1 (fr) * 1997-03-14 1998-09-24 E.I. Du Pont De Nemours And Company Traitement d'effluent industriel contenant des acides organiques
EP1018489A2 (fr) * 1999-01-07 2000-07-12 Nippon Shokubai Co., Ltd. Procédé pour le traitement d'eau usée

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4855491A (en) * 1988-04-25 1989-08-08 Amoco Corporation Method for selectively removing process stream impurities utilizing reverse osmosis
EP0652203A1 (fr) * 1994-04-07 1995-05-10 Glitsch, Inc. Procédé et l'appareillage pour la récupération d'acides carboxyliques à partir de solutions diluées
US5492625A (en) * 1994-04-07 1996-02-20 Glitsch, Inc. Method of recovering carboxylic acids from dilute solutions
US5635071A (en) * 1995-01-20 1997-06-03 Zenon Airport Enviromental, Inc. Recovery of carboxylic acids from chemical plant effluents
WO1998041478A1 (fr) * 1997-03-14 1998-09-24 E.I. Du Pont De Nemours And Company Traitement d'effluent industriel contenant des acides organiques
EP1018489A2 (fr) * 1999-01-07 2000-07-12 Nippon Shokubai Co., Ltd. Procédé pour le traitement d'eau usée

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7470348B2 (en) 2002-08-30 2008-12-30 Mitsubishi Heavy Industries, Ltd. Separator for producing aromatic carboxylic acids
CN100480231C (zh) * 2003-03-11 2009-04-22 惠氏公司 制备苯乙胺衍生物的方法

Also Published As

Publication number Publication date
AU2002220961A1 (en) 2002-07-01

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