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High yield synthesis of diverse well‐defined end‐functionalized polymers by combination of anionic polymerization and “click” chemistry
Author(s) -
Ho ChunChih,
Dai ChiAn,
Su WeiFang
Publication year - 2008
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.29174
Subject(s) - trimethylsilane , propargyl alcohol , click chemistry , polymer chemistry , propargyl , propargyl bromide , polymerization , chemistry , polymer , methacrylate , glycidyl methacrylate , materials science , organic chemistry , catalysis
Abstract Well‐defined poly(methyl methacrylate) ( M n = 3630 g mol −1 , PDI = 1.06) with a primary benzylic bromide prepared using anionic polymerization was successfully transformed into diverse end‐functionalities (ω‐carboxyl, ω‐hydroxy, ω‐methyl‐vinyl, ω‐trimethylsilane, and ω‐glycidyl‐ether) via “click” reaction. The bromine end‐terminated poly(methyl methacrylate) was first substituted by an azide function and sequentially was reacted with various functional alkynes (propiolic acid, propargyl alcohol, 2‐methyl‐1‐buten‐3‐yne, propargyl trimethylsilane, and propargyl glycidylether). In all the cases, 1 H‐NMR, 13 C NMR, FT‐IR, and GPC measurements show qualitative and quantitative transformation of the chain‐end poly(methyl methacrylate) into the desired functionalities with high conversion (above 99%). © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2009