Premium
Poly( p ‐phenylene ethynylene) Incorporating Sterically Enshrouding m ‐Terphenyl Oxacyclophane Canopies
Author(s) -
Morgan Brad P.,
Gilliard Robert J.,
Loungani Rahul S.,
Smith Rhett C.
Publication year - 2009
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200900160
Subject(s) - steric effects , terphenyl , monomer , polymer chemistry , phenylene , aryl , conjugated system , polymer , materials science , chemistry , poly(p phenylene) , photochemistry , organic chemistry , alkyl
A sterically encumbered m ‐terphenyl oxacyclophane substituted with two aryl iodide substituents has been prepared as a versatile monomer for the preparation of π ‐conjugated polymers. The monomer has been used to prepare a poly( p ‐phenylene ethynylene) derivative (P1) incorporating oxacyclophane units as canopies that shield one side of the π ‐system from inter‐chain interactions. The photophysical properties of P1 in dilute solution compare well to those of a poly( p ‐phenylene ethynylene) derivative (P2) that lacks the canopy. The presence of the steric canopy leads to a diminished inter‐chain interaction in the solid state and enhances the kinetic response of P1 to vapors of nitro‐organics such as TNT, presumably by increasing the permeability of P1 to these analytes over that of P2.