Carbon sorbent for removal of metal catalysts from pharmaceuticals
AssigneeTDA Research, Inc.
InventorsGirish Srinivas, Steven Dietz
Life of this patent
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Abstract
The present invention relates to a carbon sorbent the can selectively remove platinum-group metals and other heavy metals such as tin without co-removing organic synthesis products including pharmaceutical intermediates and finished Active Pharmaceutical Ingredients (APIs). The carbon sorbents of the present invention are made from low-cost, high purity starting materials and the resulting carbon sorbents are also very pure. The carbon sorbents possess a combination of certain nitrogen and phosphorous groups combined with mesoporosity (2 to 50 nm diameter pores) that proves the high metal adsorption.
Claims16
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A carbon sorbent for removing metals from organic reaction products, the carbon sorbent comprising:
- (a) a nitrogen content of at least 3 weight %, which is present in the form of pyridine, pyridone, pyrrole or N—P bonds,
- (b) an oxygen content of between 7 weight % and 16 weight %,
- (c) a phosphorous content of at least 0.8 atom % as measured by X-ray photoelectron spectroscopy,
- (d) a BET surface area of between 200 and 1700 meters squared per gram, and a mesopore volume of at least 0.05 cubic centimeters per gram, wherein mesopores have a diameter of from 2 to 50 nanometers, further comprising:
- a platinum-group metal uptake of at least 83% from a solution of 1.3 ppm platinum-group metal in an organic solvent with an API product present in the organic solvent at a concentration of 1.0 grams of the API product per 0.5 grams of the carbon sorbent, and wherein recovery of the API product is greater than 99%.
A carbon sorbent for removing metals from organic reaction products, the carbon sorbent comprising:
- (a) a nitrogen content of at least 3 weight %, which is present in the form of pyridine, pyridone, pyrrole or N—P bonds,
- (b) an oxygen content of between 7 weight % and 16 weight %,
- (c) a phosphorous content of at least 0.8 atom % as measured by X-ray photoelectron spectroscopy,
- (d) a BET surface area of between 200 and 1700 meters squared per gram, and a mesopore volume of at least 0.05 cubic centimeters per gram, wherein mesopores have a diameter of from 2 to 50 nanometers, wherein the carbon sorbent removes at least 90% of palladium from a solution containing a used palladium catalyst and an API product when the carbon sorbent is present at a relative concentration of 1.5 grams of the carbon sorbent to 1.0 grams of the API product, and wherein recovery of the API product is greater than 99%.
A carbon sorbent for removing metals from organic reaction products, the carbon sorbent comprising:
- (a) a nitrogen content of at least 3 weight %, which is present in the form of pyridine, pyridone, pyrrole or N—P bonds,
- (b) an oxygen content of between 7 weight % and 16 weight %,
- (c) a phosphorous content of at least 0.8 atom % as measured by X-ray photoelectron spectroscopy,
- (d) a BET surface area of between 200 and 1700 meters squared per gram, and a mesopore volume of at least 0.05 cubic centimeters per gram, wherein mesopores have a diameter of from 2 to 50 nanometers, wherein the carbon sorbent removes at least 50% of palladium and at least 40% of tin from a solution containing a used palladium catalyst, a used tin stoichiometric reagent and an API product when the carbon sorbent is present at a relative concentration of 1.5 grams of the carbon sorbent to 1.0 grams of the API product.
A carbon sorbent for removing metals from organic reaction products, the carbon sorbent comprising:
- (a) a nitrogen content of at least 3 weight %, which is present in the form of pyridine, pyridone, pyrrole or N—P bonds,
- (b) an oxygen content of between 7 weight % and 16 weight %,
- (c) a phosphorous content of at least 0.8 atom % as measured by X-ray photoelectron spectroscopy,
- (d) a BET surface area of between 200 and 1700 meters squared per gram, and a mesopore volume of at least 0.05 cubic centimeters per gram, wherein mesopores have a diameter of from 2 to 50 nanometers, wherein the carbon sorbent removes at least 70% of ruthenium from a solution containing a used ruthenium catalyst and an API product when the carbon sorbent is present at a concentration of 1.5 grams of the carbon sorbent to 1.0 grams of the API product, and wherein recovery of the API product is greater than 99%.
A carbon sorbent for removing metals from organic reaction products, the carbon sorbent comprising:
- (a) a nitrogen content of at least 3 weight %, which is present in the form of pyridine, pyridone, pyrrole or N—P bonds,
- (b) an oxygen content of between 7 weight % and 16 weight %,
- (c) a phosphorous content of at least 0.8 atom % as measured by X-ray photoelectron spectroscopy,
- (d) a BET surface area of between 200 and 1700 meters squared per gram, and a mesopore volume of at least 0.05 cubic centimeters per gram, wherein mesopores have a diameter of from 2 to 50 nanometers, wherein the carbon sorbent removes at least 90% of palladium from a solution containing a used palladium catalyst and a pharmaceutical intermediate product.
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A carbon sorbent for removing metals from organic reaction products, the carbon sorbent comprising:
- (a) a nitrogen content of at least 3 weight %, which is present in the form of pyridine, pyridone, pyrrole or N—P bonds,
- (b) an oxygen content of between 7 weight % and 16 weight %,
- (c) a phosphorous content of at least 0.8 atom % as measured by X-ray photoelectron spectroscopy,
- (d) a BET surface area of between 200 and 1700 meters squared per gram, and a mesopore volume of at least 0.05 cubic centimeters per gram, wherein mesopores have a diameter of from 2 to 50 nanometers;
- wherein the nitrogen content is composed of at least 50 atom % of nitrogen atoms of the carbon sorbent as pyridone/pyrrole groups, and at least 14 atom % of nitrogen atoms of the carbon sorbent as pyridine groups;
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- wherein the nitrogen content is further composed of at least 20 atom % of nitrogen atoms of the carbon sorbent as N—P bonded groups.
Dependencies are inferred from the claim text.