Economical purification of bisphenol A

• US 6,806,394 B2
• Filed: 09/29/2003
• Issued: 10/19/2004
• Est. Priority Date: 11/16/2000
• Status: Active Grant

• Current Assignee: Badger Licensing LLC (TechnipFMC, plc)
• Original Assignee: Stone & Webster Incorporated (Shaw Acquisitions Holdings LLC)
• Inventors: Evitt, Steven D., Palmer, Dave P.
• Primary Examiner(s): Shippen, Michael L.
• Application Number:
  US10/415,428
• Publication Number:
  US 20040044254A1
• Time in Patent Office: 386 Days
• Field of Search: 568/728
• US Class Current: 568/728
• CPC Class Codes: C07C 37/685 Processes comprising at least two steps in series
• CPC Class Codes: C07C 37/84 by crystallisation
• CPC Class Codes: C07C 39/16 Bis-(hydroxyphenyl) alkanes; Tris-(hydroxyphenyl)alkanes

Abstract

Process and related apparatus are disclosed for economically producing a very high quality bisphenol A product by a multistage crystallization process utilizing a new cross-flow wash design whereby a high purity wash phenol stream is fed to every washing stage, optionally also in combination with a modified stream flow/recycle design which avoids increased by product production and yield losses otherwise expected from processing increased volumes of wash phenol.

Claims

1. A process for producing and purifying p,p′

-bisphenol A comprising the steps of;

(a) reacting acetone with a stoichiometric excess of phenol under acidic conditions to form a reaction product stream consisting essentially of crude p,p′

-bisphenol A product, unreacted phenol, possibly unreacted acetone, water of condensation, and other reaction byproducts;

(b) distilling the reaction product stream from step (a) to distill off a volatilized unreacted phenol stream, possibly an unreacted acetone stream, and the water of condensation, while sending a BPA liquid feed stream consisting essentially of concentrated bisphenol A together with remaining unreacted phenol and higher boiling point reaction byproducts downstream to a multistage phenol adduct crystallization and purification process;

(c) producing first-stage phenol adduct crystals by crystallization in the crystallization step of the first of at least two in-series BPA purification stages, each comprising a crystallization step and a solid-liquid separation and wash step;

(d) washing the first-stage phenol adduct crystals with a high purity wash phenol stream, which includes at least a portion of the volatilized unreacted phenol stream recovered from step (b), said wash phenol stream being substantially free of bisphenol isomers and other impurities, to produce first-stage washed phenol adduct, first-stage spent wash, and first-stage mother liquor;

(e) sending the first-stage washed phenol adduct to a second purification stage for producing second-stage phenol adduct crystals; and

,

(f) washing the second-stage phenol adduct crystals with a high purity wash phenol stream which is substantially free of bisphenol isomers and other impurities to produce second-stage washed phenol adduct, second-stage spent wash, and second-stage mother liquor.

2. A process according to claim 1 further wherein the wash phenol stream used to wash the second-stage phenol adduct crystals includes at least a portion of the unreacted phenol stream recovered from the distillation of step (b).

3. A process according to claim 1 comprising the further steps of:

(g) sending the second-stage washed phenol adduct to a third purification stage for producing third-stage phenol adduct crystals; and

,

(h) washing the third-stage phenol adduct crystals with a high purity wash phenol stream which is substantially free of bisphenol isomers and other impurities to product third-stage washed phenol adduct, third-stage spent wash, and third-stage mother liquor.

4. A process according to claim 3 further wherein the wash phenol stream used to wash the third-stage phenol adduct crystals includes at least a portion of the unreacted phenol stream recovered from the distillation of step (b).

5. A process according to claim 3 further wherein the wash phenol streams used to wash the second-stage phenol adduct crystals and the third-stage phenol adduct crystals each include at least a portion of the unreacted phenol stream recovered from the distillation of step (b).

6. A process according to any of claims 1-5 comprising the further step of dewatering the phenol adduct crystals from each crystallization step before washing them with said high purity wash phenol stream.

7. A process according to any of claims 1-5 further wherein the BPA liquid feed stream from step (b) comprises about 30-60% by weight of p,p′

-BPA.

8. A process according to any of claims 1-5 further wherein the BPA liquid feed stream from step (b) comprises about 30-55% by weight of p,p′

-BPA.

9. A process according to any of claims 1-5 further comprising the step of recycling a first portion of spent wash, separated mother liquor, or both from at least one of said purification stages to mix with the BPA liquid feed stream from step (b) to reduce the concentration of p,p′

-BPA in the feed to the first purification stage to below 40% by weight.

10. A process according to any of claims 1-5 further comprising the step of recycling a first portion of spent wash, separated mother liquor, or both from at least one of said purification stages to mix with the BPA liquid feed stream from step (b) to reduce the concentration of p,p′

-BPA in the feed to the first purification stage to about 25-40% by weight.

11. A process according to claim 9 further comprising the step of recycling a second portion of said spent wash, separated mother liquor, or both to the crystallization step of the first purification stage.

12. A process according to claim 11 wherein a part of said second portion is recycled to each of the crystallizers which comprise the crystallization step of the first purification stage.

13. A process according to claim 11 further comprising the step of recycling remaining spent wash and separated mother liquor to reaction step (a).

14. A process according to claim 1 further wherein the high purity wash phenol streams used to wash the first-stage and second-stage phenol adduct crystals include fresh makeup phenol to the process.

15. A process according to claim 1 further comprising a downstream step of devolatilizing bisphenol A-phenol adduct recovered from the final solid/liquid separation step to produce phenol and a molten bisphenol A product stream.

16. A process according to claim 15 further wherein the high purity wash phenol streams used to wash the first-stage and second-stage phenol adduct crystals include at least a portion of the phenol produced in said downstream step of devolatilizing bisphenol A-phenol adduct.

17. A process according to any of claims 1-5 further wherein said volatilized unreacted phenol stream originates from a condensation reactor.

18. A process according to claim 11 wherein a predominant proportion of spent wash from the first solid-liquid separation and wash step is recycled to the crystallization step of the first purification stage.

19. A process according to any of claims 1-5 further wherein phenol adduct crystals produced in at least the final downstream purification stage are washed with fresh makeup phenol fed to the process, or with phenol produced from a finishing step for obtaining a final bisphenol A adduct product, or a mixture thereof.

20. A process according to claim 19 wherein phenol adduct crystals produced in the first purification stage are washed with phenol produced from phenol-containing effluents produced in the bisphenol A process.

21. A process according to claim 20 further comprising the step of dewatering the phenol adduct crystals from each crystallization step before washing them with said high purity wash phenol stream.

22. A process according to claim 11 further wherein a higher proportion of the spent wash is recycled to the crystallization step of the first purification stage relative to the proportion of mother liquor that is thus recycled.

23. A process for the purification of bisphenol A via adduct crystallization of phenol adduct from a phenol solution in a multistage process wherein the adduct crystals from each of multiple purification stages are separated from the mother liquor, dewatered, and washed with a wash phenol stream substantially free of bisphenol isomers and impurities which includes an unreacted phenol stream recovered from an upstream reaction stage.

24. A process according to claim 23 wherein the wash phenol stream includes makeup phenol to the process.

25. A process according to claim 23 wherein the wash phenol stream includes phenol produced from the finishing of bisphenol A-phenol adduct.

26. A process according to claim 23 wherein adduct from purification stages downstream from the first purification stage is washed with makeup phenol to the process, phenol produced from the finishing of bisphenol A-phenol adduct, or both, and adduct from the first purification stage is washed with a phenol produced from upstream phenol-containing process streams.