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Synthesis and Characterization of Well‐Defined Mid‐Chain Functional Macrophotoinitiators of Polystyrene by Combination of ATRP and “Click” Chemistry
Author(s) -
Degirmenci Mustafa,
Alter Selma,
Genli Nasrettin
Publication year - 2011
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201100116
Subject(s) - photoinitiator , alkyne , polystyrene , polymer chemistry , propargyl , chemistry , click chemistry , dispersity , propargyl bromide , styrene , macromonomer , nucleophile , catalysis , copolymer , organic chemistry , polymer , monomer
A combination of ATRP and “click” chemistry is employed for efficient preparation of a novel well‐defined mid‐chain functional macrophotoinitiator of polystyrene. Bromo‐terminated polystyrene (PSt‐Br) is prepared by ATRP of styrene using a methyl‐2‐bromopropanoate initiator with CuBr/PMDETA. Subsequently, PSt‐Br is converted to PSt‐N 3 by a simple nucleophilic substitution reaction. A dialkyne‐functionalized photoinitiator (alkyne‐PI‐alkyne) is synthesized using a dihydroxy‐functional photoinitiator and propargyl bromide. Then the “click” reaction between PSt‐N 3 and alkyne‐PI‐alkyne is performed by Cu(I) catalysis. Spectroscopic studies reveal that low‐polydispersity polystyrene with the desired photoinitiator functionality in the middle of the chain (PSt‐PI‐PSt) is obtained.