Patent classifications
C08G64/12
Continuous methods of manufacture of 2-aryl-3,3-BIS(4-hydroxyaryl)phthalimidines, and polymers derived therefrom
A continuous method for the manufacture of a 2-aryl-3,3-bis(hydroxyaryl)phthalimidine comprising continuously heating an anhydride with a phenol in the presence of a catalyst and a first co-catalyst, to form a first reaction mixture comprising a phenolphthalein compound; precipitating the phenolphthalein compound; combining a primary arylamine with an acid catalyst and a second co-catalyst to form a second reaction mixture; adding the phenolphthalein compound to the second reaction mixture; continuously heating the second reaction mixture to provide a third reaction mixture comprising a crude phthalimidine; and treating the crude phthalimidine to remove aminophenol and purify the phthalimidine is provided.
Continuous methods of manufacture of 2-aryl-3,3-BIS(4-hydroxyaryl)phthalimidines, and polymers derived therefrom
A continuous method for the manufacture of a 2-aryl-3,3-bis(hydroxyaryl)phthalimidine comprising continuously heating an anhydride with a phenol in the presence of a catalyst and a first co-catalyst, to form a first reaction mixture comprising a phenolphthalein compound; precipitating the phenolphthalein compound; combining a primary arylamine with an acid catalyst and a second co-catalyst to form a second reaction mixture; adding the phenolphthalein compound to the second reaction mixture; continuously heating the second reaction mixture to provide a third reaction mixture comprising a crude phthalimidine; and treating the crude phthalimidine to remove aminophenol and purify the phthalimidine is provided.
METHODS OF PURIFICATION OF 2-ARYL-3,3-BIS(4-HYDROXYARYL)PHTHALIMIDINES, AND POLYMERS DERIVED THEREFROM
A method for the purification of a 2-aryl-3,3-bis(hydroxyaryl)phthalimidine of formula (I), the method comprising heating a reaction mixture comprising a phenolphthalein compound of formula (II) and a primary arylamine of formula (III) in the presence of an acid catalyst to form a reaction mixture; removing water from the reaction mixture; quenching the reaction mixture with an aqueous alkali solution to form a quenched reaction mixture; extracting the quenched reaction mixture with an aminoaryl compound of formula (IV) to form an organic layer and an extracted aqueous layer comprising a crude 2-aryl-3,3-bis(hydroxyaryl)phthalimidine compound; contacting the extracted aqueous layer with carbon to form a semi-purified 2-aryl-3,3-bis(hydroxyaryl)phthalimidine compound; and mixing the semi-purified 2-aryl-3,3-bis(hydroxyaryl)phthalimidine compound with a solution comprising an alcohol and an acid to form a purified 2-aryl-3,3-bis(hydroxyaryl)phthalimidine of formula (I); wherein formulas (I), (II), (III), and (IV) are as provided herein.
METHODS OF PURIFICATION OF 2-ARYL-3,3-BIS(4-HYDROXYARYL)PHTHALIMIDINES, AND POLYMERS DERIVED THEREFROM
A method for the purification of a 2-aryl-3,3-bis(hydroxyaryl)phthalimidine of formula (I), the method comprising heating a reaction mixture comprising a phenolphthalein compound of formula (II) and a primary arylamine of formula (III) in the presence of an acid catalyst to form a reaction mixture; removing water from the reaction mixture; quenching the reaction mixture with an aqueous alkali solution to form a quenched reaction mixture; extracting the quenched reaction mixture with an aminoaryl compound of formula (IV) to form an organic layer and an extracted aqueous layer comprising a crude 2-aryl-3,3-bis(hydroxyaryl)phthalimidine compound; contacting the extracted aqueous layer with carbon to form a semi-purified 2-aryl-3,3-bis(hydroxyaryl)phthalimidine compound; and mixing the semi-purified 2-aryl-3,3-bis(hydroxyaryl)phthalimidine compound with a solution comprising an alcohol and an acid to form a purified 2-aryl-3,3-bis(hydroxyaryl)phthalimidine of formula (I); wherein formulas (I), (II), (III), and (IV) are as provided herein.
2-HYDROCARBYL-3-(DIHYDROXYFLUORESCEINYL)PHTHALIMIDINE MONOMERS, METHODS OF MANUFACTURE, AND COPOLYMERS DERIVED THEREFROM
A purified 2-hydrocarbyl-3-(dihydroxyfluoresceinyl)phthalimidine compound of formula (I):
##STR00001##
wherein R is a C.sub.1-25 hydrocarbyl; each occurrence of R.sup.2 and R.sup.3 is independently a halogen or a C.sub.1-25 hydrocarbyl; p is 0 to 4; and each q is independently 0 to 3; and wherein the purified 2-hydrocarbyl-3-(dihydroxyfluoresceinyl)phthalimidine compound of formula (I) has a purity of greater than 99.4%, as determined by high performance liquid chromatography.
COPOLYCARBONATE COMPOSITIONS INCLUDING 2-HYDROCARBYL-3-(DIHYDROXYFLUORESCEINYL)PHTHALIMIDINE UNIT, AND ARTICLES DERIVED THEREFROM
A thermoplastic composition comprising a copolycarbonate comprising bisphenol A carbonate units and second carbonate units of formula (1a)
##STR00001##
wherein R is a C.sub.1-25 hydrocarbyl; each occurrence of R.sup.2 and R.sup.3 is independently a halogen or a C.sub.1-25 hydrocarbyl; p is 0 to 4; and each q is independently 0 to 3; and optionally a bisphenol A homopolycarbonate.
COPOLYCARBONATE COMPOSITIONS INCLUDING 2-HYDROCARBYL-3-(DIHYDROXYFLUORESCEINYL)PHTHALIMIDINE UNIT, AND ARTICLES DERIVED THEREFROM
A thermoplastic composition comprising a copolycarbonate comprising bisphenol A carbonate units and second carbonate units of formula (1a)
##STR00001##
wherein R is a C.sub.1-25 hydrocarbyl; each occurrence of R.sup.2 and R.sup.3 is independently a halogen or a C.sub.1-25 hydrocarbyl; p is 0 to 4; and each q is independently 0 to 3; and optionally a bisphenol A homopolycarbonate.
HIGH HEAT POLYCARBONATE AND POLYETHERIMIDE-SILOXANE COMPOSITIONS, METHODS OF MANUFACTURE, AND ARTICLES THEREOF
A thermoplastic polymer composition including 10 to 99 wt % of a phthalimidine copolycarbonate having a glass transition temperature of greater than 150 C., preferably greater than 170 C., as measured using differential scanning calorimetry; 1 to 90 wt % of a poly(etherimide-siloxane) copolymer; and 0 to 10 wt % of an additive is provided.
HIGH HEAT POLYCARBONATE AND POLYETHERIMIDE-SILOXANE COMPOSITIONS, METHODS OF MANUFACTURE, AND ARTICLES THEREOF
A thermoplastic polymer composition including 10 to 99 wt % of a phthalimidine copolycarbonate having a glass transition temperature of greater than 150 C., preferably greater than 170 C., as measured using differential scanning calorimetry; 1 to 90 wt % of a poly(etherimide-siloxane) copolymer; and 0 to 10 wt % of an additive is provided.
Copolycarbonate compositions and articles
Provided are copolycarbonate compositions including a stabilizer package which comprise a phosphorous-containing acid, an ester of phosphorous-containing acid, and an organosulfonic stabilizer where the phosphorous-containing acid and the ester of a phosphorous-containing acid are present in a molar ratio of 1 to 2. The total stabilization package is for example, in the amount by weight of 4 to 32 ppm, 8 to 24 ppm, or 8 to 16 ppm and the organosulfonic stabilizer is, e.g., of 2 to 30 ppm, or 4 to 24 ppm, or 8 to 16 ppm.