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Polyacrylic acid supported TEMPO for selective catalytic oxidation of cellulose: recovered by its pH sensitivity

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Water-soluble polyacrylic acid was prepared by solution polymerization, and then partially acylated by SOCl2 to give a random copolymer of poly(acrylic acid-co-acryloyl chloride) (P(AA-co-AC)). Through the reaction of acyl chloride… Click to show full abstract

Water-soluble polyacrylic acid was prepared by solution polymerization, and then partially acylated by SOCl2 to give a random copolymer of poly(acrylic acid-co-acryloyl chloride) (P(AA-co-AC)). Through the reaction of acyl chloride groups in P(AA-co-AC) with hydroxyl groups in 4-hydroxy-2,2,6,6-tetramethyl-piperidinooxy (4-OH-TEMPO), the water-soluble TEMPO immobilized copolymer of poly(acrylic acid-co-2,2,6,6-tetramethylpiperidinyloxy-4-yl-acrylate) (P(AA-co-TA)) with different TEMPO loadings were prepared and characterized by Fourier transform infrared spectroscopy and conductometric titration. P(AA-co-TA) was used as a recoverable catalyst instead of free TEMPO for selective catalytic oxidation of cellulose in water. The carboxyl content of oxidized cellulose with P(AA-co-TA) as catalyst was up to 60% of the free TEMPO level. Furthermore, P(AA-co-TA) was easy to recycle by its pH-sensitivity and the activity did not decrease after 4 cycles.Graphical abstract

Keywords: catalytic oxidation; tempo selective; selective catalytic; oxidation cellulose; polyacrylic acid

Journal Title: Cellulose
Year Published: 2018

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