Method of making dialkyl sulfosuccinate compositions

Abstract

A particulate solid composition comprises a blend of dialkyl sulfosuccinate and a water-soluble polymer. The water-soluble polymer can be a cellulose ether, a polysaccharide, a polyvinyl alcohol homopolymer or copolymer, a polyvinyl pyrrolidone homopolymer or copolymer, a polyvinyl caprolactam polymer or copolymer, a poly(meth)acrylate, a poly(alkylene oxide) graft copolymer, or a combination thereof. The particulate solid composition is free flowing, water-soluble, and dissolves rapidly in water. It can be made by drying a solution of dialkyl sulfosuccinate and a water-soluble polymer. The particulate solid composition can be mixed with organic substances having low water solubility, for example a generic, a biologic, a biosimilar, an excipient, a nutraceutical, a medical diagnostic agent, an agricultural chemical, or a combination thereof, to form water-soluble compositions.

What is claimed is: 
     
         1 . A method of making a particulate solid composition, comprising:
 mixing a dialkyl sulfosuccinate and a water-soluble polymer in a solvent to form a solution;   contacting the solution with a heated surface; and   removing the solvent to form the particulate solid composition,   wherein the particulate solid composition comprises flakes, and from 0 to less than 5 weight percent each of active pharmaceutical ingredients, generics, biologics, biosimilars, excipients, nutraceuticals, diagnostic agents, and agricultural chemicals, based on the total weight of the composition.   
     
     
         2 . The method of  claim 1 , wherein the solvent comprises 0 to 10 weight percent water and 90 to 100 weight percent of a C 1-4  alcohol, based on the total weight of the solvent. 
     
     
         3 . The method of  claim 1 , wherein the dialkyl sulfosuccinate has the chemical structure: 
       
         
           
           
               
               
           
         
         wherein each of R 1  and R 2  is independently chosen from a linear or branched C 4-18  alkyl, C 5-18 cycloalkyl, C 7-18  arylalkyl, or C 6-18  aryl, unsubstituted or substituted by hydroxyl or C 1-18  alkoxy; and M is an alkali metal, an alkaline earth metal, an ammonium ion, or a combination thereof, and m is 0.5 when M is an alkaline earth metal, and m is 1 when M is an alkali metal or ammonium ion. 
       
     
     
         4 . The method of  claim 3 , wherein R 1  and R 2  are both 2-ethylhexyl, M is sodium, and m is 1. 
     
     
         5 . The method of  claim 1 , wherein the water-soluble polymer is natural, semi-synthetic, synthetic, or a combination thereof. 
     
     
         6 . The method of  claim 1 , wherein the water-soluble polymer has a solubility of greater than or equal to 0.1 gram per liter when dissolved in pH 1.2 hydrochloric acid buffer for 40 minutes at 37° C. 
     
     
         7 . The method of  claim 1 , wherein the water-soluble polymer has a solubility of greater than 0.1 gram per liter when dissolved in pH 6.8 phosphate buffer for 40 minutes at 37° C. 
     
     
         8 . The method of  claim 1 , wherein the water-soluble polymer comprises a cellulose ether, a polysaccharide, a polyvinyl alcohol homopolymer or copolymer, a polyvinyl pyrrolidone homopolymer or copolymer, a polyvinyl caprolactam polymer or copolymer, a poly(meth)acrylate, a poly(alkylene oxide) graft copolymer, or a combination thereof. 
     
     
         9 . The method of  claim 1 , wherein the water-soluble polymer comprises hydroxypropyl cellulose, hydroxypropylmethyl cellulose, poly(vinyl pyrrolidone), poly(vinyl pyrrolidone-co-vinyl acetate), polyvinyl alcohol, poly(vinyl acetate-co-vinyl alcohol), poly(ethylene oxide-co-vinyl acetate-co-vinyl caprolactam), or a combination thereof. 
     
     
         10 . A particulate solid composition made by the method of  claim 1 . 
     
     
         11 . The particulate solid composition according to  claim 10 , wherein the particulate solid composition is free of active pharmaceutical ingredients, generics, biologics, biosimilars, excipients, nutraceuticals, diagnostic agents, and agricultural chemicals. 
     
     
         12 . The particulate solid composition according to  claim 10 , further comprising 0 to 5 weight percent of polysaccharides, sugar alcohols, sodium benzoate, and sodium sulfate combined. 
     
     
         13 . The particulate solid composition of  claim 10 , comprising flakes having a thickness from 1 to 100 micrometers, as determined by scanning electron microscopy. 
     
     
         14 . The particulate solid composition of  claim 10 , consisting essentially of 10 to 70 weight percent sodium dioctyl sulfosuccinate and 30 to 90 weight percent of a water-soluble polymer comprising poly(vinylpyrrolidone-co-vinyl acetate), hydroxypropyl cellulose, hydroxypropylmethyl cellulose, or a combination thereof, based on the total weight of the sodium dioctyl sulfosuccinate and the water-soluble polymer. 
     
     
         15 . The particulate solid composition of  claim 10 , wherein the flakes comprise both the dialkyl sulfosuccinate and the water-soluble polymer.