Process for preparing diaryl carbonate

• US 8,882,984 B2
• Filed: 04/13/2010
• Issued: 11/11/2014
• Est. Priority Date: 04/17/2009
• Status: Expired due to Fees

• Current Assignee: Covestro Deutschland AG
• Original Assignee: Bayer Materialscience AG (Covestro AG)
• Inventors: Ooms, Pieter, Bulan, Andreas, Rechner, Johann, Weber, Rainer, Traving, Michael, Buts, Marc, Vanden Eynde, Johan
• Primary Examiner(s): Otton, Alicia L
• Application Number:
  US12/759,074
• Publication Number:
  US 20100286431A1
• Time in Patent Office: 1,673 Days
• Field of Search: None
• US Class Current: 205/338
• CPC Class Codes: C01D 3/04 Chlorides
• CPC Class Codes: C07C 68/02 from phosgene or haloformates
• CPC Class Codes: C07C 69/96 Esters of carbonic or haloformic acids
• CPC Class Codes: C25B 1/46 in diaphragm cells
• CPC Class Codes: C25B 15/081 Supplying products to non-electrochemical reactors that are combined with the electrochemical cell, e.g. Sabatier reactor

Abstract

A process for preparing diaryl carbonate and utilizing at least part of the process wastewater by increasing the concentration of the wastewater phases containing sodium chloride for the electrolysis by means of osmotic membrane distillation with simultaneous dilution of the sodium hydroxide solution obtained from the electrolysis for the diaryl carbonate production process (diphenyl carbonate process) is described.

Claims

1. A process for preparing diaryl carbonate comprising:

a) preparing phosgene by reacting chlorine with carbon monoxide;

b) reacting the phosgene formed in step a) with at least one monophenol in the presence of an aqueous alkali metal-containing base and, optionally, a nitrogen catalyst, to form a diaryl carbonate and a reaction wastewater solution comprising alkali metal chloride;

c) separating and working-up the diaryl carbonate formed in step b);

d) separating solvent residues and, optionally, catalyst residues from said reaction wastewater solution comprising alkali metal chloride remaining after step c) and subsequently feeding the solution to an osmotic membrane distillation in step e);

e) increasing concentration of at least part of said reaction wastewater solution comprising alkali metal chloride from step d) by means of osmotic membrane distillation using an alkali metal hydroxide solution as water acceptor;

f) electrochemically oxidizing at least part of said reaction wastewater solution comprising alkali metal chloride from e) to form chlorine, alkali metal hydroxide, and, optionally, hydrogen.

2. The process of claim 1, wherein said aqueous alkali metal-containing base is a sodium-containing base and said alkali metal chloride is sodium chloride.

3. The process of claim 1, wherein said separating in step d) is performed by extraction or stripping of the solution by means of steam and/or treatment with an adsorbent.

4. The process of claim 3, wherein said adsorbent is activated carbon.

5. The process of claim 1, wherein the osmotic membrane distillation in step e) is carried out at a temperature in the range of from 20 to 50°

C.

6. The process of claim 1, wherein the osmotic membrane distillation in step e) is carried out at an absolute pressure in the range of from 1.1 to 1.2 bar.

7. The process of claim 1, wherein the osmotic membrane distillation in step e) is carried out at a differential pressure in the range of from 30 to 100 bar.

8. The process of claim 1, wherein the osmotic membrane distillation of at least part of said reaction wastewater solution comprising alkali metal chloride from d) is carried out using a lipophilic membrane.

9. The process of claim 1, wherein the electrochemical oxidation of at least part of said reaction wastewater solution comprising alkali metal chloride from e) to chlorine and alkali metal hydroxide is carried out using gas diffusion electrodes as cathode.

10. The process of claim 1, wherein at least part of the reaction wastewater solution comprising alkali metal chloride from e) is introduced into the brine circuit of a membrane electrolysis for the preparation of chlorine and alkali metal hydroxide.

11. The process of claim 1, wherein additional alkali metal chloride is added to said reaction wastewater solution comprising alkali metal chloride to increase the alkali metal chloride concentration in the electrolysis f).

12. The process of claim 1, wherein said reaction wastewater solution comprising alkali metal chloride is brought to a pH of less than 8 in the isolation in step c) or the distillation in step d).

13. The process of claim 12, wherein the pH of said reaction wastewater solution comprising alkali metal chloride is adjusted by use of hydrochloric acid or gaseous hydrogen chloride in the isolation in step c) or the distillation in step d).

14. The process of claim 1, wherein the alkali metal chloride concentration of said reaction wastewater solution comprising alkali metal chloride fed to the electrolysis in step f) is in the range of from 100 to 280 g/l and/or the concentration of the alkali hydroxide solution obtained from the electrolysis in step f) is in the range of from 13 to 50% by weight.

15. The process of claim 14, wherein the alkali metal chloride concentration of said reaction wastewater solution comprising alkali metal chloride fed to the electrolysis in step f) is in the range of from 110 to 220 g/l and/or the concentration of the alkali hydroxide solution obtained from the electrolysis in step f) is in the range of from 14 to 32% by weight.

16. The process of claim 1, wherein said at least one monophenol in step b) is of formula (I)

17. The process of claim 1, wherein said at least one monophenol in step b) is selected from the group consisting of phenol, alkylphenols, and halophenols.

18. The process of claim 17, wherein said alkylphenols are selected from the group consisting of cresols, p-tert-butylphenol, p-cumylphenol, p-n-octylphenol, p-isooctylphenol, p-n-nonylphenol, and p-isononylphenol, and said halophenols are selected from the group consisting of p-chlorophenol, 2,4-dichlorophenol, p-bromophenol, and 2,4,6-tribromophenol.

19. The process of claim 17, wherein said at least one monophenol in step b) is phenol.