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A thiol‐ene clickable hyperbranched polyester via a simple single‐step melt trans‐esterification process
Author(s) -
Shree Varaprasad N. S.,
Venkhatesh Prasanna,
Ramakrishnan S.
Publication year - 2014
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.40248
Subject(s) - polyester , ene reaction , thiol , click chemistry , materials science , polymer chemistry , simple (philosophy) , process (computing) , polymer science , chemistry , chemical engineering , organic chemistry , composite material , computer science , philosophy , epistemology , engineering , operating system
Self‐condensation of AB 2 type monomers (containing one A‐type and two B‐type functional groups) generates hyperbranched (HB) polymers that carry numerous B ‐type end‐groups at their molecular periphery; thus, development of synthetic methods that directly provide quantitatively transformable peripheral B groups would be of immense value as this would provide easy access to multiply functionalized HB systems. A readily accessible AB 2 monomer, namely diallyl, 5‐(4‐hydroxybutoxy)isophthalate was synthesized, which on polymerization under standard melt‐transesterfication conditions yielded a peripherally clickable HB polyester in a single step; the allyl groups were quantitatively reacted with a variety of thiols using the facile photoinitiated “thiol‐ene” reaction to generate a wide range of derivatives, with varying solubility and thermal properties. Furthermore, it is shown that the peripheral allyl double bonds can also be readily epoxidized using meta‐chloroperoxybenzoic acid to yield interesting HB systems, which could potentially serve as a multifunctional cross‐linking agent in epoxy formulations. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2014 , 131 , 40248.