Synthesis of triazole-functionalized diblock copolymers as templates for porous materials

Abstract A versatile approach towards porous polystyrene-based frameworks functionalized with triazolyl moieties is reported. These materials were prepared from poly( D , L -lactic acid)-block-poly(styrene-stat-4-azidomethylstyrene) (PLA-b-P(S-stat-4-AMS)) diblock copolymer precursors. Upon macroscopic orientation and subsequent alkaline hydrolysis of the PLA block, such triazolyl-containing polystyrenes produced. Experimentally, a macroinitiator was synthesized by ring-opening polymerization (ROP) l -lactide using heterobifunctional initiator. The containing terminal tertiary α-bromo ester group allowed for further ATRP statistical copolymerization styrene 4-azidomethylstyrene, affording second i.e. P(S-stat-4-AMS) block. to 4-azidomethylstyrene molar ratio tuned obtain various compositions hydrophobic macroinitiators corresponding PLA-b-P(S-stat-4-AMS) copolymers fully characterized size exclusion chromatography (SEC), 1H 13C nuclear magnetic resonance (NMR), Fourier Transform Infrared (FT-IR) spectroscopy, differential scanning calorimetry (DSC). Functionalization p-tolylacetylene or 2-methyl-3-butyn-2-ol carried out via copper-catalyzed azide-alkyne cycloaddition (CuAAC), yielding triazole ring in high yields (>90%). Finally, structure functional polystyrene examined electron microscopy (SEM).