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Synthesis and characterization of hyperbranched polytriazole via an ‘A 2 + B 3 ’ approach based on click chemistry
Author(s) -
Xie Jianda,
Hu Lihua,
Shi Wenfang,
Deng Xiaoxu,
Cao Zhuangqi,
Shen Qishun
Publication year - 2008
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.2433
Subject(s) - click chemistry , polymerization , branching (polymer chemistry) , monomer , gel permeation chromatography , thermal stability , polymer chemistry , polymer , chemistry , fourier transform infrared spectroscopy , materials science , chemical engineering , organic chemistry , engineering
BACKGROUND: The ‘A 2 + B 3 ’ type of polymerization has been demonstrated to be an alternative route towards hyperbranched polymers. Some highly crosslinked hyperbranched polymers have been prepared via copper(I)‐catalyzed click reactions of multivalent azides and alkynes. To obtain hyperbranched polymers without gelation and develop the A 2 + B 3 type of polymerization based on click reactions, the specific reaction conditions need to be investigated. RESULTS: In this work, a hyperbranched polytriazole ( hb ‐PTA) was synthesized through the A 2 + B 3 approach using a click reaction. 4‐ N , N ′‐bis(2‐azidoethyl)amino‐4′‐nitroazobenzene and 1,3,5‐tris(alynyloxy)benzene were synthesized for use as the A 2 and B 3 monomers, respectively. This was a ‘one‐pot’ polymerization carried out using a slow‐addition method. The obtained hb ‐PTA was soluble in common organic solvents. The molecular structure was characterized using 1 H NMR, Fourier transform infrared and gel permeation chromatography analyses. The degree of branching of hb ‐PTA was determined to be around 0.50. CONCLUSION: The hb ‐PTA was successfully synthesized via the A 2 + B 3 approach based on a click reaction. The polymerization conducted in dilute solution adopting slow addition of A 2 to B 3 resulted in hb ‐PTA in the absence of gelation. The obtained hb ‐PTA exhibited high thermal stability. Copyright © 2008 Society of Chemical Industry