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US 2008/0177091 A1Published application
Methods for producing and purifying phenolphthalein
AssigneeGeneral Electric Company
InventorsRajshekhar Madhukar Basale, Balakrishnan Ganesan, Ashok S Shyadligeri, Veeraraghavan Srinivasan
Life of this patent
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Abstract
A phthalic anhydride, a phenol, a catalyst, and a promoter are reacted to form a reaction mixture comprising phenolphthalein. The reaction mixture is treated with a first solvent system to form a slurry. The first solvent system comprises a first polar organic solvent. In some embodiments the first solvent system additionally comprises a non-polar organic solvent. Use of the solvent system to treat the reaction mixture simplifies subsequent purification.
Claims30
A method of producing a phenolphthalein, comprising:
- reacting a phthalic anhydride and a phenol in the presence of a catalyst and a promoter to form a reaction mixture comprising phenolphthalein;
- treating the reaction mixture with a first solvent system to form a slurry, wherein the first solvent system comprises a first polar organic solvent;
- filtering the slurry to obtain a first solid material;
- washing the first solid material with water to obtain a second solid material, wherein the water is at a temperature of 25° C. to 90° C.;
- wherein the dried second solid material comprises a phenolphthalein of formula (I)
- wherein R1 is independently selected from the group consisting of a hydrogen and a hydrocarbyl group;
- R2 is selected from the group consisting of a hydrogen, a hydrocarbyl group, and a halogen;
- and
- wherein the second solid material comprises greater than or equal to 97 weight percent of phenolphthalein based on the total weight of the dried second solid material.
6 more elements
A method of producing a phenolphthalein, comprising:
- reacting a phthalic anhydride and a phenol in the presence of a metal halogenate catalyst and an acid promoter to form a reaction mixture comprising phenolphthalein;
- treating the reaction mixture with a first solvent system to form a slurry, wherein the first solvent system comprises a polar and non-polar solvent;
- filtering the slurry to obtain a first solid material;
- washing the first solid material with water to obtain a second solid material,
- wherein the water is at a temperature of 25° C. to 90° C.;
- wherein the second solid material comprises a phenolphthalein of formula (I)
- wherein R1 is independently selected from the group consisting of a hydrogen and a hydrocarbyl group;
- R2 is selected from the group consisting of a hydrogen, a hydrocarbyl group, and a halogen;
- and
- wherein the second solid material comprises greater than or equal to 97 weight percent of phenolphthalein based on the total weight of the second solid material.
7 more elements
A method of purifying a phenolphthalein, comprising:
- treating a crude phenolphthalein material with a first solvent system to form a slurry, wherein the first solvent system comprises a first polar organic solvent;
- filtering the slurry to obtain a first solid material;
- washing the first solid material with water to obtain a second solid material, wherein the water is at a temperature of 25° C. to 90° C.;
- wherein the second solid material comprises a phenolphthalein of formula (I)
- wherein R1 is independently selected from the group consisting of a hydrogen and a hydrocarbyl group;
- R2 is selected from the group consisting of a hydrogen, a hydrocarbyl group, and a halogen;
- and
- wherein the second solid material comprises greater than or equal to 97 weight percent of phenolphthalein based on the total weight of the second solid material.
5 more elements
A method of producing a phenolphthalein, comprising:
- reacting a phthalic anhydride and a phenol in the presence of zinc chloride and chloro sulphonic acid to form a reaction mixture comprising phenolphthalein;
- treating the reaction mixture with a first solvent system to form a slurry, wherein the first solvent system comprises a methanol and toluene;
- filtering the slurry to obtain a first solid material;
- washing the first solid material with water to obtain a second solid material, wherein the water is at a temperature of 25° C. to 90° C.;
- wherein the second solid material comprises a phenolphthalein of formula (I)
- wherein R1 is independently selected from the group consisting of a hydrogen and a hydrocarbyl group;
- R1 is selected from the group consisting of a hydrogen, a hydrocarbyl group, and a halogen;
- and
- wherein the second solid material comprises greater than or equal to 97 weight percent of phenolphthalein based on the total weight of the second solid material.
6 more elements
Dependencies are inferred from the claim text.