A facile strategy for synthesis of α, α′‐heterobifunctionalized poly (ε‐caprolactones) and poly (methyl methacrylate)s containing "clickable" aldehyde and allyloxy functional groups using initiator approach. Issue 9 (14th February 2013)

• Record Type: Journal Article
• Authors: Sane, Prakash S.; Tawade, Bhausaheb V.; Parmar, Indravadan; Kumari, Savita; Nagane, Samadhan; Wadgaonkar, Prakash P.
• Is Part Of: Journal of polymer science. Volume 51:Issue 9(2013:May)
• Page Start: 2091
• Page End: 2103
• Publication Date: 2013-02-14
• Subjects: 547
• DOI: 10.1002/pola.26598
• Languages: English
• ISSNs: 0887-624X

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Two new initiators, namely, 4‐(4‐(2‐(4‐(allyloxy) phenyl)‐5‐hydroxypentane 2‐yl) phenoxy)benzaldehyde and 4‐(4‐(allyloxy) phenyl)‐4‐(4‐(4‐formylphenoxy) phenyl) pentyl 2‐bromo‐2‐methyl propanoate containing "clickable" hetero‐functionalities namely aldehyde and allyloxy were synthesized starting from commercially available 4, 4′‐bis(4‐hydroxyphenyl) pentanoic acid. These initiators were utilized, respectively, for ring opening polymerization of ε‐caprolactone and atom transfer radical polymerization of methyl methacrylate. Well‐defined α‐aldehyde, α′‐allyloxy heterobifunctionalized poly(ε‐caprolactones) (<italic>M</italic>_{n, GPC}: 5900–29, 000, PDI: 1.26–1.43) and poly(methyl methacrylate)s (<italic>M</italic>_{n, GPC}: 5300–28800, PDI: 1.19–1.25) were synthesized. The kinetic study of methyl methacrylate polymerization demonstrated controlled polymerization behavior. The presence of aldehyde and allyloxy functionality on polymers was confirmed by ¹H NMR spectroscopy. Aldehyde‐aminooxy and thiol‐ene metal‐free double click strategy was used to demonstrate reactivity of functional groups on polymers. © 2013 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013</p> </abstract>