the sealed bag was again placed in the 70 u00b0 c hot water bath for about 1 hour the resulting stabilized carboxylated cellulose was washed and dried as before carboxyl content was measured as 8 3 meq 100 g use of tempo as a primary oxidizing agent with a clo 2 secondary oxidant a 10 6 g dried sample 10 0 g o d of the northern softwood pulp was slurried in 200 g water with 3 g nahco 3 then 0 1 g tempo and u02dc 2 ml of a 6 g l clo 2 solution were combined and gently heated to form an oxidation catalyst an additional 68 ml of the 6 g l clo 2 solution was stirred into the pulp slurry then the catalyst mixture the slurry was contained in a sealed polyethylene bag and immersed in a 70 u00b0 c water bath for 30 minutes the reacted cellulose was then washed and stabilized by combining 0 7 g 30 h 2 o 2 0 7 g naclo 2 wet pulp and water to make 100 g total the ph was reduced to below 3 by adding about 1 5 g of 1 m h 2 so 4 and the mixture was heated and allowed to react for about 1 hour at 70 u00b0 c analyses showed that the unstabilized material had a carboxyl content of 8 7 meq 100 g while the stabilized sample had 17 meq 100 g carboxyl rather than use the nitroxide form of tempo as a starting catalyst material the corresponding amine was employed to generate a catalyst a water solution containing 7 1 g.