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WO2006021249A1 - Device for removing ammonia or amines from reaction solutions - Google Patents

Device for removing ammonia or amines from reaction solutions Download PDF

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Publication number
WO2006021249A1
WO2006021249A1 PCT/EP2005/006351 EP2005006351W WO2006021249A1 WO 2006021249 A1 WO2006021249 A1 WO 2006021249A1 EP 2005006351 W EP2005006351 W EP 2005006351W WO 2006021249 A1 WO2006021249 A1 WO 2006021249A1
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WO
WIPO (PCT)
Prior art keywords
ammonia
reaction solution
reaction
amines
volatile
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/EP2005/006351
Other languages
German (de)
French (fr)
Inventor
Henning Buchold
Jürgen EBERHARDT
Ulrich Wagner
Hans-Jörg WÖLK
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.)
Air Liquide Global E&C Solutions Germany GmbH
Original Assignee
Lurgi GmbH
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
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Publication of WO2006021249A1 publication Critical patent/WO2006021249A1/en
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
    • 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
    • B01J19/18—Stationary reactors having moving elements inside
    • B01J19/1868—Stationary reactors having moving elements inside resulting in a loop-type movement
    • B01J19/1881—Stationary reactors having moving elements inside resulting in a loop-type movement externally, i.e. the mixture leaving the vessel and subsequently re-entering it
    • 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
    • B01J14/00—Chemical processes in general for reacting liquids with liquids; Apparatus specially adapted therefor
    • 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
    • B01J19/0053—Details of the reactor
    • B01J19/0066—Stirrers
    • 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
    • B01J19/26—Nozzle-type reactors, i.e. the distribution of the initial reactants within the reactor is effected by their introduction or injection through nozzles
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01C—AMMONIA; CYANOGEN; COMPOUNDS THEREOF
    • C01C1/00—Ammonia; Compounds thereof
    • C01C1/02—Preparation, purification or separation of ammonia
    • C01C1/08—Preparation of ammonia from nitrogenous organic substances
    • C01C1/086—Preparation of ammonia from nitrogenous organic substances from urea
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01C—AMMONIA; CYANOGEN; COMPOUNDS THEREOF
    • C01C1/00—Ammonia; Compounds thereof
    • C01C1/02—Preparation, purification or separation of ammonia
    • C01C1/10—Separation of ammonia from ammonia liquors, e.g. gas liquors
    • 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
    • B01J2219/00002—Chemical plants
    • B01J2219/00004—Scale aspects
    • B01J2219/00006—Large-scale industrial plants

Definitions

  • the invention relates to a device for removing ammonia or volatile amines from a chemical reaction solution.
  • the invention therefore relates to a device for removing ammonia or volatile amines from a reaction solution, in which the device has a stirred reactor (1) which is connected via a suction line (Steiglei ⁇ device) (2) with a in a spray reactor (3 To which the ammonia and the volatile amine is released, which is separated by a nitrogen stream (5) or by applied negative pressure from the reaction solution and removed from the system.
  • a stirred reactor (1) which is connected via a suction line (Steiglei ⁇ device) (2) with a in a spray reactor (3 To which the ammonia and the volatile amine is released, which is separated by a nitrogen stream (5) or by applied negative pressure from the reaction solution and removed from the system.
  • the ammonia released from the reaction solution or the volatile amine can be condensed in a cooling system (6) and recovered.
  • the stirred reactor (1) is equipped with a stirrer (7) and closable openings for the addition of solid and / or liquid substances and Gasein effets- and Gasaus effetsvorraumen.
  • the device according to the invention can be used, for example, in the preparation of carbamic acid esters and / or carbonates, which are reacted by reaction of urea or urea derivatives with monomeric or polymeric alcohols, ammonia or volatile amines being liberated.
  • a stirred reactor (1) which is equipped with a stirrer (7) and several closable openings for the addition of solid and / or liquid substances and with gas inlet and gas discharge devices.
  • the reaction mixture formed in the stirred reactor can be fed to a mixer (8) via a suction line (riser) (2), in which the temperature of the reaction solution is optionally also lowered by a condenser, in which the reaction solution is treated with a stream of nitrogen (5 ) is mixed.
  • This mixture is then sprayed through the spray head (4) into the spray reactor (3), in which, where appropriate, also under application of reduced pressure, the resulting dene ammonia or the liquid amine is withdrawn.
  • the ammonia or the amine can then be withdrawn via the stirred reactor (1) and a condenser (6) and either recovered or released via a deduction.
  • the reaction solution obtained in the stirred reactor can be passed several times through the reactor in the manner described and sprayed via the spray nozzle (4) and freed from ammonia and from volatile amines, so that a rapid and complete removal of these gaseous substances is ensured.
  • the device according to the invention can be used in a wide variety of reactions in which gaseous or gasifiable end products are formed which are to be removed from the reaction equilibrium.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Analytical Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Physical Or Chemical Processes And Apparatus (AREA)

Abstract

The invention relates to a device for removing ammonia or volatile amines from a reaction solution. Said device comprises an agitator reactor (1), which is connected to a nozzle or a spray head (4), which are arranged in a spray reactor (3) by means of a suction line (ascending line) (2), wherein the ammonia or the volatile amine is released which is separated from the reaction solution by means of a nitrogen flow (5) or by a negative pressure and is removed from the system.

Description

Vorrichtung zur Entfernung von Ammoniak oder Aminen aus Reaktionslö¬ sungenDevice for removing ammonia or amines from reaction solutions

Gegenstand der Erfindung ist eine Vorrichtung zur Entfernung von Ammoniak oder flüchtigen Aminen aus einer chemischen Reaktionslösung.The invention relates to a device for removing ammonia or volatile amines from a chemical reaction solution.

Zahlreiche chemische Reaktionen verlaufen unter Abspaltung von Ammoniak oder flüchtigen Aminen. In vielen Fällen verursachen der Ammoniak oder die flüchtigen Amine unerwünschte Nebenreaktionen. Es besteht deshalb ein Be¬ darf an Vorrichtungen, durch die der bei einer chemischen Reaktion entstehen¬ de Ammoniak oder das flüchtige Amin schnell und vollständig aus der Reaktios- lösung entfernt wird. Besonders wichtig ist das bei Gleichgewichtsreaktionen, bei denen eine vollständige Umsetzung nur dann zu erreichen ist, wenn der entstandene Ammoniak oder das flüchtige Amin aus dem Gleichgewicht rasch entfernt wird. Ein Beispiel für eine derartige Reaktion ist die Umsetzung von Harnstoff mit Ethylenglykolen zu Carbamaten und Carbonaten nach folgenden Reaktionsgleichungen:Numerous chemical reactions proceed with elimination of ammonia or volatile amines. In many cases, the ammonia or volatile amines cause undesirable side reactions. There is therefore a need for devices by means of which the ammonia or the volatile amine formed during a chemical reaction is rapidly and completely removed from the reaction solution. This is particularly important in equilibrium reactions where complete reaction can only be achieved if the resulting ammonia or volatile amine is rapidly removed from equilibrium. An example of such a reaction is the reaction of urea with ethylene glycols to carbamates and carbonates according to the following reaction equations:

Figure imgf000003_0001
Figure imgf000003_0001

Figure imgf000003_0002
Figure imgf000003_0002

Diese und ähnliche chemischen Reaktionen sind nur dann quantitativ und ohne das Entstehen störender Nebenprodukte durchführbar, wenn der hierbei ent¬ stehende Ammoniak schnell und vollständig aus der Reaktionslösung entfernt wird. Gegenstand der Erfindung ist deshalb eine Vorrichtung zur Entfernung von Ammoniak oder flüchtigen Aminen aus einer Reaktionslösung, bei der die Vor¬ richtung einen Rührreaktor (1 ) aufweist, der über eine Saugleitung (Steiglei¬ tung) (2) mit einem in einem Sprühreaktor (3) angebrachten Düse oder einem Sprühkopf (4) verbunden ist, in den der Ammoniak und das flüchtige Amin frei- gesetzt wird, welches durch einen Stickstoffstrom (5) oder durch angelegten Unterdruck aus der Reaktionslösung abgetrennt und aus dem System entfernt wird.These and similar chemical reactions can only be carried out quantitatively and without the formation of interfering byproducts if the ammonia formed in this process is rapidly and completely removed from the reaction solution. The invention therefore relates to a device for removing ammonia or volatile amines from a reaction solution, in which the device has a stirred reactor (1) which is connected via a suction line (Steiglei¬ device) (2) with a in a spray reactor (3 To which the ammonia and the volatile amine is released, which is separated by a nitrogen stream (5) or by applied negative pressure from the reaction solution and removed from the system.

Der aus der Reaktionslösung freigesetzte Ammoniak oder das flüchtige Amin kann in einem Kühlsystem (6) kondensiert und zurück gewonnen werden. Der Rührreaktor (1 ) ist dabei mit einem Rührer (7) und verschließbaren Öffnungen für die Zugabe fester und/oder flüssiger Substanzen sowie Gaseinleitungs- und Gasausleitungsvorrichtungen ausgestattet.The ammonia released from the reaction solution or the volatile amine can be condensed in a cooling system (6) and recovered. The stirred reactor (1) is equipped with a stirrer (7) and closable openings for the addition of solid and / or liquid substances and Gaseinleitungs- and Gasausleitungsvorrichtungen.

Die erfindungsgemäße Vorrichtung kann zum Beispiel bei der Herstellung von Carbamidsäureestern und/oder Carbonaten eingesetzt werden, die durch Um¬ setzung von Harnstoff oder Harnstoffderivaten mit monomeren oder polymeren Alkoholen umgesetzt werden, wobei Ammoniak oder flüchtige Amine freigesetzt werden.The device according to the invention can be used, for example, in the preparation of carbamic acid esters and / or carbonates, which are reacted by reaction of urea or urea derivatives with monomeric or polymeric alcohols, ammonia or volatile amines being liberated.

Die erfindungsgemäße Vorrichtung wird die in Abb. 1 dargestellte Düsenanlage näher erläutert.The device according to the invention will be explained in more detail the nozzle system shown in Fig. 1.

Dort ist ein Rührreaktor (1) zu erkennen, der mit einem Rührer (7) und mehre- ren verschließbaren Öffnungen für die Zugabe fester und/oder flüssiger Sub¬ stanzen sowie mit Gaseinleitungs- und Gasausleitungsvorrichtungen ausgestat¬ tet ist. Die in dem Rührreaktor entstandene Reaktionsmischung kann über eine Saugleitung (Steigleitung) (2), in der ggf. auch noch durch einen Kühler die Temperatur der Reaktionslösung abgesenkt wird, einem Mischer (8) zugeführt werden, in dem die Reaktionslösung mit einem Stickstoffstrom (5) vermischt wird. Diese Mischung wird dann durch den Sprühkopf (4) in den Sprühreaktor (3) gesprüht, in dem ggf. auch unter Anwendung von Unterdruck der entstan- dene Ammoniak oder das flüssige Amin abgezogen wird. Der Ammoniak oder das Amin kann dann über den Rührreaktor (1) und einen Kühler (6) abgezogen und entweder wieder gewonnen oder über einen Abzug frei gesetzt werden. Die im Rührreaktor gewonnene Reaktionslösung kann in der beschriebenen Weise mehrmals durch den Reaktor geleitet und über die Sprühdüse (4) versprüht und vom Ammoniak und von flüchtigen Aminen befreit werden, so dass eine schnel¬ le und vollständige Entfernung dieser gasförmigen Substanzen sichergestellt wird.There, a stirred reactor (1) can be seen, which is equipped with a stirrer (7) and several closable openings for the addition of solid and / or liquid substances and with gas inlet and gas discharge devices. The reaction mixture formed in the stirred reactor can be fed to a mixer (8) via a suction line (riser) (2), in which the temperature of the reaction solution is optionally also lowered by a condenser, in which the reaction solution is treated with a stream of nitrogen (5 ) is mixed. This mixture is then sprayed through the spray head (4) into the spray reactor (3), in which, where appropriate, also under application of reduced pressure, the resulting dene ammonia or the liquid amine is withdrawn. The ammonia or the amine can then be withdrawn via the stirred reactor (1) and a condenser (6) and either recovered or released via a deduction. The reaction solution obtained in the stirred reactor can be passed several times through the reactor in the manner described and sprayed via the spray nozzle (4) and freed from ammonia and from volatile amines, so that a rapid and complete removal of these gaseous substances is ensured.

Die erfindungsgemäße Vorrichtung kann bei den unterschiedlichsten Reaktio- nen eingesetzt werden, bei denen gasförmige oder vergasbare Endprodukte entstehen, die aus dem Reaktionsgleichgewicht entfernt werden sollen. The device according to the invention can be used in a wide variety of reactions in which gaseous or gasifiable end products are formed which are to be removed from the reaction equilibrium.

Bezugszeichenliste:LIST OF REFERENCE NUMBERS

1 Rührreaktor1 stirred reactor

2 Saugleitung (Steigleitung)2 suction line (riser)

3 Sprühreaktor3 spray reactor

4 Düse oder Sprühkopf4 nozzle or spray head

5 Stickstoffleitung 6 Kühler5 nitrogen line 6 cooler

7 Rührer7 stirrer

8 Mischer 8 mixers

Claims

Schutzansprüche: Protection claims: 1. Vorrichtung zur Entfernung von Ammoniak oder flüchtigen Aminen aus einer Reaktionslösung, dadurch gekennzeichnet, dass die Vorrichtung einen Rührreaktor (1) aufweist, der über eine Saugleitung (Steigleitung) (2) mit einer in einem Sprühreaktor (3) angebrachten Düse oder einem Sprühkopf (4) ver¬ bunden ist, in dem der Ammoniak oder das flüchtige Amin freigesetzt wird, wel- ches durch einen Stickstoffstrom (5) oder durch angelegten Unterdruck von der Reaktionslösung abgetrennt und aus dem System entfernt wird.1. A device for the removal of ammonia or volatile amines from a reaction solution, characterized in that the device comprises a stirred reactor (1) via a suction line (riser) (2) with a spray nozzle in a (3) mounted nozzle or a spray head (4) in which the ammonia or the volatile amine is liberated, which is separated from the reaction solution by a stream of nitrogen (5) or by applied negative pressure and removed from the system. 2. Vorrichtung nach Anspruch 1 , dadurch gekennzeichnet, dass der frei¬ gesetzte Ammoniak oder das flüchtige Amin in einem Kühlsystem (6) konden- siert und zurückgewonnen wird.2. Device according to claim 1, characterized in that the freed ammonia or volatile amine is condensed in a cooling system (6) and recovered. 3. Vorrichtung nach den Ansprüchen 1 und 2, dadurch gekennzeichnet, dass der Rührreaktor (1 ) mit einem Rührer (7) und verschließbaren Öffnungen für die Zugabe fester und/oder flüssiger Substanzen sowie Gaseinleitungs- und Gasausleitungsvorrichtungen ausgestattet ist.3. Device according to claims 1 and 2, characterized in that the stirred reactor (1) is equipped with a stirrer (7) and closable openings for the addition of solid and / or liquid substances and Gaseinleitungs- and Gasausleitungsvorrichtungen. 4. Verwendung einer Vorrichtung der Ansprüche 1 bis 3, dadurch gekenn¬ zeichnet, dass sie bei der Herstellung von Carbamidsäureestern und/oder Car- bonaten durch Umsetzung von Harnstoff oder Harnstoffderivaten mit monome- ren oder polymeren Alkoholen zur Entfernung des bei dieser Reaktion freige¬ setzten Ammoniaks eingesetzt wird. 4. Use of a device of claims 1 to 3, characterized gekenn¬ characterized in that they in the production of carbamic acid esters and / or Bon bonates by reacting urea or urea derivatives with monomeren ren or polymeric alcohols to remove the in this reaction freige¬ Ammonia is used.
PCT/EP2005/006351 2004-08-19 2005-06-14 Device for removing ammonia or amines from reaction solutions Ceased WO2006021249A1 (en)

Applications Claiming Priority (2)

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DE200420012976 DE202004012976U1 (en) 2004-08-19 2004-08-19 Device for removing ammonia or amines from reaction solutions
DE202004012976.0 2004-08-19

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102001969A (en) * 2009-09-02 2011-04-06 中国石油天然气股份有限公司 A method for removing ammonia in diphenylurea reaction system with nitrogen
CN110270299A (en) * 2019-07-02 2019-09-24 任永飞 A kind of system producing carbon nanometer roll

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3909128A1 (en) * 1989-03-20 1990-09-27 Henkel Kgaa DISCONTINUOUS METHOD FOR CARRYING OUT A HETEROGENICALLY CATALYZED REACTION AND SYSTEM FOR HETEROGENICALLY CATALYZED PRODUCTION
US5071634A (en) * 1989-01-27 1991-12-10 Kemira Oy Process for the preparation of hydrogen peroxide (i)
EP0930319A1 (en) * 1996-10-04 1999-07-21 Daikin Industries, Ltd. Process for the polymerization of fluorinated olefin monomers
US6034209A (en) * 1996-03-29 2000-03-07 Shindai-Ichi Vinyl Corporation Method of recovering low-boiling substances from a polymer latex
US20020197194A1 (en) * 2000-05-18 2002-12-26 Machado Reinaldo Mario Retrofit reactor including gas/liquid ejector and monolith catalyst

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5071634A (en) * 1989-01-27 1991-12-10 Kemira Oy Process for the preparation of hydrogen peroxide (i)
DE3909128A1 (en) * 1989-03-20 1990-09-27 Henkel Kgaa DISCONTINUOUS METHOD FOR CARRYING OUT A HETEROGENICALLY CATALYZED REACTION AND SYSTEM FOR HETEROGENICALLY CATALYZED PRODUCTION
US6034209A (en) * 1996-03-29 2000-03-07 Shindai-Ichi Vinyl Corporation Method of recovering low-boiling substances from a polymer latex
EP0930319A1 (en) * 1996-10-04 1999-07-21 Daikin Industries, Ltd. Process for the polymerization of fluorinated olefin monomers
US20020197194A1 (en) * 2000-05-18 2002-12-26 Machado Reinaldo Mario Retrofit reactor including gas/liquid ejector and monolith catalyst

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102001969A (en) * 2009-09-02 2011-04-06 中国石油天然气股份有限公司 A method for removing ammonia in diphenylurea reaction system with nitrogen
CN110270299A (en) * 2019-07-02 2019-09-24 任永飞 A kind of system producing carbon nanometer roll

Also Published As

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