Promoter catalyst system with solvent purification
View Patent ↗Methods for performing a condensation reaction are disclosed. Specifically, various methods for the production of highly-pure bisphenol-A are disclosed in which an attached promoter ion exchange resin catalyst system is combined with a solvent crystallization step.
1. Listing A process for a chemical condensation reaction comprising contacting at least two chemical reagents comprising at least one of a phenol and a ketone with an attached promoter ion exchange resin catalyst system to produce an effluent stream, and then subjecting the effluent stream to a solvent crystallization step, wherein the attached promoter is an ion exchange resin catalyst system that comprises a cross-linked, sulfonated ion exchange resin having sulfonic groups, wherein the solvent used in the crystallization step comprises an aromatic solvent that comprises one or more of toluene, benzene, and xylene, and wherein the solvent crystallization step removes at least a portion of one or more bisphenol-A byproducts.
2. The process of claim 1 , wherein the attached promoter ion exchange resin catalyst system has a degree of cross-linking of from about 1% to about 4%.
3. The process of claim 2 , wherein the degree of cross-linking is from about 1.5% to about 2.5%.
4. The process of claim 2 , wherein the degree of cross-linking is about 2%.
5. The process of claim 1 , wherein the attached promoter ion exchange resin catalyst system comprises a dimethyl thiazolidine promoter.
6. The process of claim 1 , wherein the attached promoter ion exchange resin catalyst system comprises a pyridyl ethylmercapton promoter.
7. The process of claim 2 , wherein the attached promoter ion exchange resin catalyst system comprises a promoter that is ionically bound to from about 18% to about 25% of sulfonic acid groups present on the ion exchange resin.
8. The process of claim 2 , wherein the attached promoter ion exchange resin catalyst system comprises a promoter that is ionically bound to from about 20% to about 24% of sulfonic acid groups present on the ion exchange resin.
9. The process of claim 1 , wherein the sulfonated ion exchange resin is a sulfonated polystyrene ion exchange resin.
10. The process of claim 1 , wherein the process does not comprise a bulk promoter.
11. The process of claim 1 , wherein prior to the solvent crystallization step, a reactor effluent is subjected to at least one of a separate ion exchange resin bed, a water removal step, a phenol recovery step, or a combination thereof.
12. The process of claim 1 , wherein the phenol comprises an aromatic hydroxy compound having at least one unsubstituted position.
13. The process of claim 1 , wherein the reaction has a p,p-bisphenol A selectivity of at least about 90%.
14. The process of claim 1 , wherein the effluent stream has a water content of less than about 0.5 wt %.
15. The process of claim 1 , wherein the sulfonated ion exchange resin is cross-linked with polycyclic aromatic divinyl monomers, divinyl benzene, divinyl toluene, divinyl biphenyl monomers, or a combination thereof.
16. The process of claim 1 , wherein the ion exchange resin is cross-linked with divinyl benzene.
17. A process to produce a bis-phenol A isomer comprising:
a) contacting at least two chemical reagents comprising at least one of a phenol and at least one of a ketone, an aldehyde, or a combination thereof, to produce a reactant feed;
b) contacting the reactant feed with an attached promoter ion exchange resin catalyst system to produce an effluent stream, wherein the attached promoter ion exchange resin catalyst system comprises a cross-linked, sulfonated ion exchange resin having sulfonic groups, and wherein the effluent stream comprises a bisphenol A isomer and an aromatic solvent that comprises one or more of toluene, benzene, and xylene;
c) passing the effluent stream through a phenol flash unit to remove a phenol reactant from the effluent stream; and
d) subjecting the effluent stream to a solvent crystallization step.
18. The process of claim 17 , wherein the attached promoter ion exchange resin catalyst system comprises polystyrene, polysiloxane, or derivatives thereof.
19. The process of claim 17 , wherein the sulfonated ion exchange resin is cross-linked with polycyclic aromatic divinyl monomers, divinyl benzene, divinyl toluene, divinyl biphenyl monomers, or a combination thereof.
20. The process of claim 17 , wherein the sulfonated ion exchange resin is cross-linked with divinyl benzene.
21. The process of claim 17 , wherein the attached promoter ion exchange resin catalyst system comprises a dimethyl thiazolidine promoter.
22. The process of claim 17 , wherein the bisphenol-A isomer comprises p,p-bisphenol isomer.
23. A process for a chemical condensation reaction comprising contacting at least two chemical reagents comprising at least one of a phenol and a ketone with an attached promoter ion exchange resin catalyst system to produce an effluent stream, and then subjecting the effluent stream to a solvent crystallization step, wherein the attached promoter ion exchange resin catalyst system comprises a cross-linked, sulfonated ion exchange resin having sulfonic groups, wherein the degree of cross-linking is from about 1.5% to less than 2.0%, and wherein the solvent used in the crystallization step comprises an aromatic solvent comprising one or more of toluene, benzene and xylene.
24. The process of claim 23 , wherein the attached promoter ion exchange resin catalyst system comprises a dimethyl thiazolidine promoter.
25. The process of claim 23 , wherein the attached promoter ion exchange resin catalyst system comprises a pyridyl ethylmercapton promoter.
26. The process of claim 23 , wherein the attached promoter ion exchange resin catalyst system comprises a promoter that is ionically bound to from about 18% to about 25% of sulfonic acid groups present on the ion exchange resin.
27. The process of claim 23 , wherein the attached promoter ion exchange resin catalyst system comprises a promoter that is ionically bound to from about 20% to about 24% of sulfonic acid groups present on the ion exchange resin.
28. The process of claim 23 , wherein the sulfonated ion exchange resin is a sulfonated polystyrene ion exchange resin.
29. The process of claim 23 , wherein prior to the solvent crystallization step, a reactor effluent is subjected to at least one of a separate ion exchange resin bed, a water removal step, a phenol recovery step, or a combination thereof.
30. The process of claim 23 , wherein the solvent crystallization step removes at least a portion of one or more bisphenol-A byproducts.
31. The process of claim 23 , wherein the phenol comprises an aromatic hydroxy compound having at least one unsubstituted position.
32. The process of claim 23 , wherein the reaction has a p,p-bisphenol A selectivity of at least about 90%.
33. The process of claim 23 , wherein the effluent stream has a water content of less than about 0.5 wt %.
34. The process of claim 23 , wherein the sulfonated ion exchange resin is cross-linked with polycyclic aromatic divinyl monomers, divinyl benzene, divinyl toluene, divinyl biphenyl monomers, or a combination thereof.
35. The process of claim 23 , wherein the ion exchange resin is cross-linked with divinyl benzene.