| US 7,592,464 B2 | ||
| Methods for producing and purifying 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine monomers and polycarbonates derived therefrom | ||
| Rajshekhar Basale, Bangalore (India); Hyacinth Mary Bastian, Goodwill Enclave (India); Balakrishnan Ganesan, Karnataka (India); Venkata Rama Narayanan Ganapathy Bhotla, Bangalore (India); Gurram Kishan, Karnataka (India); Pushpa Narayanan, Bangalore (India); Swaminathan Shubashree, Bangalore (India); and Ravindra Vikram Singh, Utter Pradesh (India) | ||
| Assigned to SABIC Innovative Plastics IP BV, Bergen op Zoom (Netherlands) | ||
| Filed on Mar. 30, 2007, as Appl. No. 11/694,466. | ||
| Prior Publication US 2008/0242873 A1, Oct. 02, 2008 | ||
| This patent is subject to a terminal disclaimer. | ||
| Int. Cl. C07D 209/44 (2006.01); C08G 64/00 (2006.01); C08G 63/02 (2006.01) | ||
| U.S. Cl. 548—482 [525/58; 525/125; 525/133; 525/176; 525/178; 525/433; 359/642; 548/471; 548/472] | 27 Claims |
| 1. A method for producing 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine comprising:
reacting a phenolphthalein material and a primary hydrocarbyl amine in the presence of an acid catalyst to form a reaction
mixture comprising 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine, wherein the phenolphthalein material comprises greater
than or equal to 99 weight percent phenolphthalein, based on the total weight of the phenolphthalein material;
quenching the reaction mixture and treating the quenched reaction mixture to obtain a first solution;
filtering the first solution;
adding base to the filtered first solution to obtain a second solution;
treating the second solution two or more times with a solid adsorbent to obtain a third solution;
acidifying the third solution to precipitate a second solid;
isolating and washing the second solid;
triturating the second solid in a triturating solvent to obtain a third solid, wherein the third solid comprises greater than
or equal to 99.9 weight percent 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine, based on the total weight of the third
solid; and wherein the 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine is of formula (I):
 wherein R1 is selected from the group consisting of a hydrogen and a hydrocarbyl group, and R2 is selected from the group consisting of a hydrogen, a hydrocarbyl group, and a halogen.
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