- METHODS OF MANUFACTURE OF 2-ARYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES
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A method for the manufacture of a 2-aryl-3,3-bis(hydroxyaryl)phthalimidine via O- alkylation of a dihydroxy benzophenone, and formation of Schiff base, followed by cyclisation and de-O-alkylation to provide the product phthalimidine is provided. Polymers including structural units derived from the 2-aryl-3,3-bis(hydroxyaryl)phthalimidine are provided. Methods for the manufacture of a polycarbonate, including manufacturing the 2-aryl-3,3- bis(hydroxyaryl)phthalimidine, and polymerizing the 2-aryl-3,3-bis(hydroxyaryl)phthalimidine in the presence of a carbonate source are provided.
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- METHODS OF MANUFACTURE OF 2-ARYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES
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A synthetic route for producing a 2-phenyl-3,3-bis(4-hydroxyphenyl)phthalimidine, using a dihydrophenolphthalein intermediate is provided. The dihydrophenolphthalein can be obtained by reduction of a precursor phenolphthalein that is commonly used in the manufacture of phthalimidines. Formation of the dihydrophenolphthalein is followed by activation, amide formation, and oxidation to provide the product phthalimidine
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Paragraph 0050; 0055; 0056; 0057; 0058
(2017/11/15)
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- METHODS OF MANUFACTURE OF 2-HYDROCARBYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES
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A method for the manufacture of a 2-hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine composition comprises: reacting a phthalimide of formula (2) with a phenol of formula (3) I (2) I (3) in the presence of a catalyst and optionally a solvent at an elevated temperature to form the 2-hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine composition, wherein the 2-hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine composition comprises a 2-hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine of formula (1) I (1) wherein in formulas (1), (2) and (3), R1 is hydrogen, C1-6 alkyl, C1-6 alkoxy, or phenyl optionally substituted with 1 to 5 C1-6 alkyls, each occurrence of R2 and R3 is independently a C1-6 alkyl, and p and q are independently 0 to 4.
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- METHODS OF MANUFACTURE OF 2-HYDROCARBYL-3,3-BIS(HYDROXYARYL)PHTHALIMIDINES
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A method for the manufacture of a 2-hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine composition comprises: reacting a phthalimide of formula (2) with a phenol of formula (3) I (2) I (3) in the presence of a catalyst and optionally a solvent at an elevated temperature to form the 2- hydrocarbyl-3,3-bis(hydroxyaryl)phthalimidine composition, wherein the 2-hydrocarbyl-3,3- bis(hydroxyaryl)phthalimidine composition comprises a 2-hydrocarbyl-3,3- bis(hydroxyaryl)phthalimidine of formula (1) I (1) wherein in formulas (1), (2) and (3), R1 is hydrogen, C1-6 alkyl, C1-6 alkoxy, or phenyl optionally substituted with 1 to 5 C 1-6 alkyls, each occurrence of R2 and R3 is independently a C1-6 alkyl, and p and q are independently 0 to 4.
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- METHODS FOR PRODUCING AND PURIFYING 2-ARYL-3, 3-BIS ( 4 -HYDROXYARYL) PHTHALIMIDINE DERIVATIVES
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Disclosed herein is a method for producing a purified 2-aryl-3,3-bis(4-hydroxyaryl) phthalimidine of formula (I) wherein R1 is hydrogen or a C1-25 hydrocarbyl group and R2 is a hydrogen, a C1-25 hydrocarbyl grou
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Page/Page column 23
(2010/07/02)
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- METHODS FOR PRODUCING AND PRUIFYING 2-HYDROCARBYL-3.3-BIS(4-HYDROXYARYL) PHTHALIMIDINE MONOMERS AND POLYCARBONATED DERIVED THEREFROM
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Disclosed herein is a method 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 95 weight percent phenolphthalein, based on the total weight of phenolphthalein material; quenching the reaction mixture and treating the quenched reaction mixture to obtain a first solid. The first solid is then triturated with a trituration solvent and washed to obtain a second solid, wherein the second solid comprises greater than or equal to 97 weight percent 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine, based on the total weight of the second solid. The second solid may be polymerized to form a polycarbonate.
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Page/Page column 18-22
(2008/12/04)
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- PROCESS FOR PURIFYING PPPBP
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A method for decoloring 2-phenyl-3,3-bis(4-hydroxyphenyl)phthalimidine (“p,p-PPPBP”) is disclosed. The method comprises contacting a liquid solution containing p,p-PPPBP and the common impurities o,p-PPPBP and aminophenone with activated carbon fibers. The activated carbon fibers adsorb the impurities, resulting in a purified solution of p,p-PPPBP. The activated carbon fibers can then be regenerated, such as with a methanol solution having a highly basic pH.
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Page/Page column 4-5
(2008/12/07)
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- METHODS FOR PRODUCING AND PURIFYING 2-HYDROCARBYL-3,3-BIS(4-HYDROXYARYL)PHTHALIMIDINE MONOMERS AND POLYCARBONATES DERIVED THEREFROM
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Disclosed herein is a method 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 solid. The first solid is purified by a combination of techniques to produce a solid comprising 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine with sufficient purity to be used as a monomer in the synthesis of clear polymers.
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Page/Page column 8-10; 11
(2008/12/07)
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- Methods for producing and purifying 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine monomers and polycarbonates derived therefrom
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Disclosed herein is a method for producing a 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine. The method comprises forming a reaction mixture comprising at least one substituted or unsubstituted phenolphthalein compound, at least one substituted or unsu
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Page/Page column 10
(2008/06/13)
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