Cyclohexanone Compositions and Processes for Making Such Compositions

Abstract

Disclosed are novel cyclohexanone compositions, and processes for making such cyclohexanone compositions, from a mixture comprising phenol, cyclohexanone, and cyclohexylbenzene. Such cyclohexanone compositions comprise at least 99 wt % cyclohexanone, at most 0.15 wt % water, and at most 500 wppm combined of certain cyclohexanone impurities selected from the group consisting of: benzene, cyclohexene, pentanal, cyclopentanol, cyclohexanol, and phenol.

1 . A cyclohexanone composition comprising:
 (a) at least 99 wt % cyclohexanone;   (b) 0.15 wt % or less water;   (c) 0 to 10 wppm benzene;   (d) 5 to 10 wppm cyclohexene;   (e) 0 to 10 wppm pentanal;   (f) 0 to 50 wppm cyclopentanol; and   (g) 10 wppm to 40 wppm cyclohexanol;   wherein the wt % and wppm are each based upon total weight of the cyclohexanone composition.   
     
     
         2 . The cyclohexanone composition of  claim 12 , comprising at least 99.9 wt % cyclohexanone and at most 0.05 wt % water, based upon the total weight of the cyclohexanone composition. 
     
     
         3 . The cyclohexanone composition of  claim 1 , comprising 1 wppm to 10 wppm pentanal, based upon the total weight of the cyclohexanone composition. 
     
     
         4 . The cyclohexanone composition of  claim 3 , comprising 10 wppm to 50 wppm cyclopentanol, based upon the total weight of the cyclohexanone composition. 
     
     
         5 . The cyclohexanone composition of  claim 1 , comprising 10 wppm to 50 wppm cyclopentanol, based upon the total weight of the cyclohexanone composition. 
     
     
         6 . The cyclohexanone composition of  claim 1 , comprising 10 wppm to 20 wppm cyclohexanol. 
     
     
         7 . The cyclohexanone composition of  claim 1 , wherein the cyclohexanone composition consists of:
 (a) at least 99 wt % cyclohexanone;   (b) 0.15 wt % or less water;   (c) 0 to 10 wppm benzene;   (d) 5 to 10 wppm cyclohexene;   (e) 0 to 10 wppm pentanal;   (f) 0 to 50 wppm cyclopentanol; and   (g) 10 wppm to 40 wppm cyclohexanol;   wherein the wt % and wppm are each based upon total weight of the cyclohexanone composition.   
     
     
         8 . The cyclohexanone composition of  claim 7 , wherein the cyclohexanone is present at 99.9 wt % or greater, and further wherein the water is present at 0.05 wt % or less, based upon the total weight of the cyclohexanone composition. 
     
     
         9 . The cyclohexanone composition of  claim 7 , wherein the pentanal is present within the range of 1 to 10 wppm, based upon the total weight of the cyclohexanone composition. 
     
     
         10 . The cyclohexanone composition of  claim 7 , wherein the cyclopentanol is present within the range of 10 to 50 wppm, based upon the total weight of the cyclohexanone composition. 
     
     
         11 . The cyclohexanone composition of  claim 7 , wherein the cyclohexanol is present within the range of 10 wppm to 20 wppm, based upon the total weight of the cyclohexanone composition. 
     
     
         12 . A cyclohexanone composition consisting of:
 (a) at least 99 wt % cyclohexanone;   (b) 0.15 wt % or less water; and   (c) 500 wppm or less combined of one or more cyclohexanone impurities;
 wherein the cyclohexanone impurities comprise pentanal, cyclopentanol, or both; and further 
 wherein the wt % and wppm are each based upon total weight of the cyclohexanone composition. 
   
     
     
         13 . The cyclohexanone composition of  claim 12 , wherein the cyclohexanone impurities comprise pentanal and cyclopentanol. 
     
     
         14 . The cyclohexanone composition of  claim 12 , wherein the cyclohexanone impurities further comprise one or more of: benzene, cyclohexene, cyclohexanol, and phenol. 
     
     
         15 . The cyclohexanone composition of  claim 12 , wherein the cyclohexanone impurities consist of: cyclohexene, pentanal, cyclopentanol, and cyclohexanol. 
     
     
         16 . The cyclohexanone composition of  claim 12 , comprising at least 99.9 wt % cyclohexanone, at most 0.05 wt % water, and 200 wppm or less combined of the one or more cyclohexanone impurities.