TY - JOUR T1 - Aromatic aldehyde functionalized polycaprolactone and polystyrene macromonomers: synthesis, characterization and aldehyde-aminooxy click reaction JF - Reactive & Functional Polymers Y1 - 2012 A1 - Sane, Prakash S. A1 - Tawade, Bhausaheb V. A1 - Palaskar, Dnyaneshwar V. A1 - Menon, Shamal K. A1 - Wadgaonkar, Prakash P. KW - Aldehyde-terminated macromonomers KW - ATRP KW - Polycaprolactone KW - Polystyrene KW - ROP AB -

New bis-aldehyde functionalized initiators, viz, 4,4'-(4,4'-(5-hydroxypentane-2,2-diyl)bis(4,1-phenylene))bis(oxy)dibenza ldehyde (1) and 4,4'-bis(4-(4-(formylphenoxy) phenyl) pentyl 2-bromopropanoate (2) were synthesized starting from commercially available 4,4'-bis(4-hydroxyphenyl) pentanoic acid. These initiators were utilized, respectively, for ring opening polymerization of E-caprolactone and atom transfer radical polymerization of styrene. Well-defined polycaprolactone macromonomers (M-n(GPC): 2600-19400, PDI: 1.37-1.47) and polystyrene macromonomers (M-n(GPC): 2800-28200, PDI: 1.11-1.16) with bis-aldehyde functionality were synthesized. The kinetic study of styrene polymerization showed controlled polymerization behaviour. The presence of aldehyde functionality in macromonomers was confirmed by H-1 NMR spectroscopy. The reactivity of aldehyde functionality was demonstrated by carrying out aldehyde-aminooxy click reaction of polycaprolactone macromonomer with O-(2-azidoethyl) hydroxylamine which proceeded in a quantitative manner without backbone degradation. (C) 2012 Elsevier Ltd. All rights reserved.

PB - ELSEVIER SCIENCE BV CY - PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS VL - 72 U3 - Foreign U4 - 2.505 ER -