A method of making a carboxylated carbohydrate is disclosed, cellulose
being a preferred carbohydrate material. Carboxylated cellulose fibers
can be produced whose fiber strength and degree of polymerization is not
significantly sacrificed. The method involves the use of a catalytic
amount of a hindered cyclic oxammonium compounds as a primary oxidant and
chlorine dioxide as a secondary oxidant in an aqueous environment. The
oxammonium compounds may be formed in situ from their corresponding
amine, hydroxylamine, or nitroxyl compounds. The oxidized cellulose may
be stabilized against D.P. loss and color reversion by further treatment
with an oxidant such as sodium chlorite or a chlorine dioxide/hydrogen
peroxide mixture. Alternatively it may be treated with a reducing agent
such as sodium borohydride. In the case of cellulose the method results
in a high percentage of carboxyl groups located at the fiber surface. The
product is especially useful as a papermaking fiber where it contributes
strength and has a higher attraction for cationic additives. The product
is also useful as an additive to recycled fiber to increase strength. The
method can be used to improve properties of either virgin or recycled
fiber. It does not require high .alpha.-cellulose fiber but is suitable
for regular market pulps.