Method and system for bisphenol a production using water

• US 5,959,158 A
• Filed: 04/15/1996
• Issued: 09/28/1999
• Est. Priority Date: 04/12/1996
• Status: Expired due to Fees

• Current Assignee: Ben Gammill
• Original Assignee: Ben Gammill
• Inventors: Gammill, Ben
• Primary Examiner(s): SHIPPEN, MICHAEL L
• Assistant Examiner(s): SHIPPEN, MICHAEL L
• Application Number:
  US08/632,663
• Time in Patent Office: 1,261 Days
• Field of Search: 568/716, 568/717, 568/718, 568/722
• US Class Current: 568/718
• CPC Class Codes: C07C 37/685 Processes comprising at least two steps in series
• CPC Class Codes: C07C 37/70 by physical treatment
• CPC Class Codes: C07C 37/74 by distillation
• CPC Class Codes: C07C 39/16 Bis-(hydroxyphenyl) alkanes; Tris-(hydroxyphenyl)alkanes

Abstract

Methods/systems for making a relatively high-purity bisphenol A product from phenol and acetone. Controlled turbulence is used to form bisphenol A adduct solids having improved physical properties. Phenol is separated from the bisphenol A product while inhibiting decomposition of bisphenol A.

Claims

1. A method of making a relatively high-purity bisphenol A product from a bisphenol A adduct solid while inhibiting decomposition of bisphenol A, the adduct solid comprising bisphenol A and at least about 25 weight percent phenol, the method comprising:

a) mixing an adduct solid comprising bisphenol A and at least about 25 weight percent phenol with water, the water being at a temperature less than about 150°

C., thereby reducing the melting point of the adduct solid and forming an adduct solution;

b) introducing the adduct solution into a separation column wherein an overhead stream exits the column near the top of the column, a bottoms stream exits the column near the bottom of the column, and a feed stream enters the column between the exiting points of the overhead and bottoms streams;

c) separating sufficient phenol from the solution in the column such that the bottoms stream contains less than about one weight percent phenol;

d) forming solids in at least a portion of the bottoms stream and recovering a solid product from such solids, the solid product comprising at least about 99 weight percent bisphenol A; and

e) inhibiting decomposition of bisphenol A by substantially avoiding exposure of the bisphenol A to a temperature above about 150°

C. when the number of moles of phenol present is less than the number of moles of bisphenol A present.

2. A method of claim 1, further comprising recycling at least a portion of the column bottoms stream into the column.

3. The method of claim 1 wherein the water mixed with the adduct solid is at a temperature of less than about 95°

C.

4. The method of claim 1 wherein the water mixed with the adduct solid is at a temperature between about 60°

C. and about 90°

C.

5. The method of claim 1 wherein the separation column is operated at a pressure of at least atmospheric pressure.

6. The method of claim 1, further comprising adding water to the column bottoms stream and then recycling at least a portion of the column bottoms stream into the column.

7. The method of claim 1, further comprising treating the adduct solution in an anionic exchange system at a temperature of between about 60°

C. and about 65°

C. to remove acids from the adduct solution prior to introducing the adduct solution into the column.

8. The method of claim 1, further comprising treating the adduct solution in an anionic exchange system at a temperature of between about 60°

C. and about 65°

C. to remove chlorides from the adduct solution prior to introducing the adduct solution into the column.

9. The method of claim 1 wherein the water is mixed with the adduct solid in a mixing chamber, and further comprising enhancing the mixing by agitating the mixture.

10. The method of claim 1, further comprising operating the column at a temperature of between about 100°

C. and about 135°

C.

11. The method of claim 1, further comprising using a draft-tube crystallizer operating below 100°

C. to generate the solid product.

12. The method of claim 1 wherein the column bottoms stream comprises about 10-20 weight percent water, about 80-90 weight percent bisphenol A, and about 0-5 weight percent phenol.

13. The method of claim 1 wherein the solid product is a rhombic crystal with a bisphenol A composition of at least about 99 weight percent.

14. The method of claim 1 wherein the solid product has no substantial heat history.

15. The method of claim 1 wherein the solid product is usable as a raw material in the manufacture of polycarbonate resins.

16. The method of claim 1 wherein the water is mixed with the adduct solid in a mixing chamber, and wherein the adduct solution is substantially continuously fed from the mixing chamber to a feed zone in the column, and wherein the residence time in the mixing chamber is less than about 1 minute.

17. The method of claim 1, further comprising sampling the column bottoms stream to determine its phenol content, and then adding heat to the column as a function of the phenol content in the column bottoms stream.

18. The method of claim 1, further comprising adding heated water to the column.

19. The method of claim 1, further comprising adding heated water to the column in the form of steam.

20. The method of claim 1, further comprising sampling the column bottoms stream to determine its phenol content, and then adding heated water to the column as a function of the phenol content in the bottoms stream.

21. A method of claim 1, further comprising inhibiting solids from entering the column bottoms stream by screening for solids in the column.

22. The method of claim 1, further comprising inhibiting the formation of solids on a column wall by heating at least a portion of the column wall.

23. The method of claim 1, further comprising adding steam to the solution prior to the solution entering the column.

24. The method of claim 1, further comprising adding steam to the separation column at a temperature below about 150°

C. prior to separating phenol from the solution in the column.

25. The method of claim 1, further comprising inhibiting an amount of solids from entering the column bottoms stream by the use of a tray, and wherein the tray is located below a feed zone in the column, and wherein the bottoms recycle stream is recycled into the column at a point above the tray and below the feed zone such that the bottoms recycle stream washes and dissolves at least a portion of any solids residing on the tray.

26. The method of claim 1, further comprising adding steam to the column near the bottom of the column, thereby removing from the solution at least a portion of any phenol remaining in the solution near the bottom of the column.

27. The method of claim 1, further comprising operating the column such that the temperature of the column bottoms stream is greater than about 100°

C. and less than about 125°

C.

28. The method of claim 1, further comprising preparing the adduct solid prior to mixing the adduct solid with water such that during said preparation bisphenol A is exposed to a temperature greater than 150°

C. while the number of moles of phenol present is at least equal to the number of moles of bisphenol A present.

29. The method of claim 1, further comprising maintaining the temperature below about 150°

C. when the number of moles of phenol present is less than the number of moles of bisphenol A present.

30. The method of claim 1, further comprising adding water to a portion of the column bottoms stream such that the portion comprises about 45-55 weight percent water and about 45-55 weight percent bisphenol A.

31. The method of claim 1, further comprising preparing the adduct solid by reaction of phenol and acetone in a reactor, and further comprising maintaining the level of impurities in the reactor at or above the equilibrium impurity level to inhibit the formation of new impurities.

32. The method of claim 1, further comprising heating the adduct solution to a temperature of less than about 150°

C. prior to its entrance into the column.

37. The method of claim 1, further comprising heating the adduct solution to a temperature of less than about 150°

C.

38. The method of claim 1, further comprising regulating a flowrate of the water mixed with the adduct solid to regulate a flowrate of a stream entering the separation column.

39. The method of claim 1, further comprising regulating a flowrate of water added to the adduct solid as a function of the flowrate of water added to the adduct solid and the flowrate of adduct solution exiting a vessel.

40. The method of claim 1, further comprising recycling at least a portion of the column bottoms stream into the column, and wherein water is added to the recycled portion of the bottoms stream as a function of the amount of the column bottoms stream that is recycled to the column.

41. The method of claim 1 wherein the solid product has a caustic color of less than about 20.

42. The method of claim 1 wherein the solid product has an alcohol color less than about 15.

45. The method of claim 1, further comprising regulating an amount of water added to a recycle bottoms stream as a function of the properties of a bottoms stream.

33. A method of making a relatively high-purity bisphenol A product from a bisphenol A adduct solid while inhibiting decomposition of bisphenol A, the adduct solid comprising at least about 25 weight percent phenol, the method comprising:

a) heating the adduct solid to form an adduct melt comprising bisphenol A and at least about 25 weight percent phenol, the heating being at a temperature less than about 150°

C.;

b) mixing water with the adduct melt, the water being at a temperature of less than about 150°

C., to form an adduct solution;

c) introducing the adduct solution into a separation column wherein an overhead stream exits the column near the top of the column, a bottoms stream exits the column near the bottom of the column, and a feed stream enters the column between the exiting points of the overhead and bottoms streams;

d) separating sufficient phenol from the adduct solution in the column such that the bottoms stream contains less than about one weight percent phenol;

e) forming solids in at least a portion of the bottoms stream and recovering a solid product from such solids, the solid product comprising at least about 99 weight percent bisphenol A; and

f) inhibiting decomposition of bisphenol A by substantially avoiding exposure of the bisphenol A to a temperature above about 150°

C. when the number of moles of phenol present is less than the number of moles of bisphenol A present.

34. The method of claim 33, wherein the water that is mixed with the adduct melt is in the form of steam.

35. A method of making a relatively high-purity bisphenol A product from a bisphenol A adduct solid while inhibiting decomposition of bisphenol A, the adduct solid comprising at least about 25 weight percent phenol, the method comprising:

a) preparing an adduct solid comprising bisphenol A and at least about 25 weight percent phenol;

b) mixing the adduct solid with water, the water being at a temperature less than about 150°

C., thereby reducing the melting point of the adduct solid and forming an adduct solution;

c) introducing the adduct solution into a separation column operating at a pressure of at least atmospheric wherein an overhead stream exits the column near the top of the column, a bottoms stream exits the column near the bottom of the column, and a feed stream enters the column between the exiting points of the overhead and bottoms streams;

d) adding steam into the column;

e) separating sufficient phenol from the solution in the column such that the bottoms stream contains less than about one weight percent phenol;

f) forming solids in at least a portion of the bottoms stream and recovering a solid product from such solids, the solid product comprising at least about 99 weight percent bisphenol A; and

g) inhibiting decomposition of bisphenol A by substantially avoiding exposure of the bisphenol A to a temperature above about 150°

C. when the number of moles of phenol present is less than the number of moles of bisphenol A present.

36. The method of claim 35 wherein the prepared adduct solid comprises between about 29 and about 35 weight percent phenol.

43. A method of making a relatively high-purity bisphenol A product from a bisphenol A adduct solid while inhibiting decomposition of bisphenol A, the adduct solid comprising at least about 29 weight percent phenol, the method comprising:

a) heating the adduct solid to form an adduct melt comprising bisphenol A and at least about 29 weight percent phenol, the heating being at a temperature less than about 150°

C.;

b) introducing the adduct solution into a separation column wherein an overhead stream exits the column near the top of the column, a bottoms stream exits the column near the bottom of the column, and a feed stream enters the column between the exiting points of the overhead and bottoms streams;

c) adding water at a temperature above ambient temperature to the column;

d) separating sufficient phenol from the adduct solution in the column such that the bottoms stream contains less than about one weight percent phenol;

e) forming solids in at least a portion of the bottoms stream and recovering a solid product from such solids, the solid product comprising at least about 99 weight percent bisphenol A; and

f) inhibiting decomposition of bisphenol A by substantially avoiding exposure of the bisphenol A to a temperature above about 150°

C. when the number of moles of phenol present is less than the number of moles of bisphenol A present.

44. The method of claim 43 wherein the heated water is in the form of superheated steam.