Method for preparing bisphenol A

• US 5,087,767 A
• Filed: 12/20/1990
• Issued: 02/11/1992
• Est. Priority Date: 12/25/1989
• Status: Expired due to Fees

• Current Assignee: Mitsui Chemicals Incorporated (Mitsui Chemicals)
• Original Assignee: Mitsui Chemicals Incorporated (Mitsui Chemicals)
• Inventors: Tanaka, Yasuo, Okamoto, Kenichi, Kita, Hidetoshi, Iimuro, Shigeru
• Primary Examiner(s): LONE, WERREN
• Application Number:
  US07/630,814
• Time in Patent Office: 418 Days
• Field of Search: 568/722, 568/727, 568/728, 568/724, 568/749
• US Class Current: 568/727
• CPC Class Codes: B01J 19/1893 Membrane reactors catalytic membranes B01J35/59; membranes B01D71/00
• CPC Class Codes: B01J 2208/00017 Controlling the temperature
• CPC Class Codes: B01J 2208/00176 outside the reactor
• CPC Class Codes: B01J 8/009 Membranes, e.g. feeding or removing reactants or products to or from the catalyst bed through a membrane
• CPC Class Codes: C07C 37/20 using aldehydes or ketones
• CPC Class Codes: C07C 39/16 Bis-(hydroxyphenyl) alkanes; Tris-(hydroxyphenyl)alkanes

Abstract

A method for preparing 2,2-bis(4-hydroxyphenyl)propane comprises reacting acetone and phenol in the presence of an acidic ion-exchange resin as a catalyst wherein the reaction of acetone and phenol is performed while removing a part of the water generated during the reaction from a mixed solution containing acetone and phenol by a pervaporation method. According to the method, the water generated through the reaction can rapidly be removed simultaneously with or alternatively to the reaction by a pervaporation operation and, therefore, the catalytic activity of the ion-exchange resin is not impaired at all. Moreover, any complicated operations associated with the dehydration are not required. Thus, the acidic ion-exchange resin catalyst can continuously be used over a long time period without any treatment for the regeneration thereof. Further, according to the method, bisphenol A can be economically prepared from acetone and phenol in a high conversion rate and high yield.

Claims

1. A method for preparing 2,2-bis(4-hydroxyphenyl) propane comprising reacting acetone and phenol in the presence of an acidic ion-exchange resin as a catalyst wherein the reaction of acetone and phenol is performed at a temperature of from 30°

to 120°

C. removing a part of the water generated during the reaction from a mixed solution containing acetone and phenol by a pervaporation method with a selectively water-permeable membrane.

2. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 1 wherein the selectively water-permeable membrane has a water-permeation velocity ranging from 10 to 10,000 g/m² h.

3. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 2 wherein the selectively water-permeable membrane has a ratio of water-permeation velocity to (acetone+phenol)-permeation velocity of not less than 50.

4. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 1 wherein the selectively water-permeable membrane is an inorganic porous membrane.

5. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 4 wherein the inorganic porous membrane has a fine pore size in the order of from 20 to 10 Å

.

6. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 4 wherein the inorganic porous membrane is at least one member selected from the group consisting of porous glass membranes, porous silica membranes, porous alumina membranes and porous ceramics membranes.

7. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 1 wherein the selectively water-permeable membrane is an organic polymer membrane.

8. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 7 wherein the organic polymer membrane is at least one member selected from the group consisting of ionized polysaccharide membranes, ion-exchange resin membranes of styrene-divinylbenzene resins or perfluoro resins, polyamide membranes, polyimide membrane, polyamidoimide membranes, polyvinyl alcohol membranes, polyvinyl acetate membranes and polyacrylonitrile membranes.

9. The method, for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 8 wherein the organic polymer membrane is modified by introducing functional groups selectd from the group consisting of hydroxyl, carboxyl and sulfonic acid groups or by introducing a compound carrying functional groups selected from the above listed groups into the main chain, side chains and/or chain ends of the polymer.

10. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 1 wherein the selectively water-permeable membrane is an inorganic-organic composite membrane.

11. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 10 wherein the inorganic-organic composite membrane is at least one membrane selected from the group consisting of ionized polysaccharide membranes, ion-exchange resin membranes of styrene-divinylbenzene resins or perfluoro resins, polyamide membranes, polyimide membrane, polyamidoimide membranes, polyvinyl alcohol membranes, polyvinyl acetate membranes and polyacrylonitrile membranes, which is supported by at least one membrane selected from the group consisting of porous glass membranes, porous silica membranes, porous alumina membranes and porous ceramics membranes.

12. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 1 wherein the ion-exchange resin catalyst is a sulfonic acid type cation-exchange resin.

13. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 12 wherein the cation-exchange resin is modified and the ratio of modification of the resin ranges from 5 to 35 mole % with respect to the molar amount of the sulfonic acid groups in the resin.

14. The method for preparing 2,2-bis(4-hydroxyphenyl) propane of claim 13 wherein the cation-exchange resin is modified with a compound carrying a mercapto group in the molecule.