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High Degree of Polymerization in a Fullerene‐Containing Supramolecular Polymer
Author(s) -
Isla Helena,
Pérez Emilio M.,
Martín Nazario
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201402828
Subject(s) - supramolecular chemistry , supramolecular polymers , van der waals force , monomer , polymer , polymerization , degree of polymerization , fullerene , polymer chemistry , chemistry , materials science , hydrogen bond , molecule , organic chemistry
Supramolecular polymers based on dispersion forces typically show lower molecular weights (MW) than those based on hydrogen bonding or metal–ligand coordination. We present the synthesis and self‐assembling properties of a monomer featuring two complementary units, a C 60 derivative and an exTTF‐based macrocycle, that interact mainly through π–π, charge‐transfer, and van der Waals interactions. Thanks to the preorganization in the host part, a remarkable log K a =5.1±0.5 in CHCl 3 at room temperature is determined for the host–guest couple. In accordance with the large binding constant, the monomer self‐assembles in the gas phase, in solution, and in the solid state to form linear supramolecular polymers with a very high degree of polymerization. A MW above 150 kDa has been found experimentally in solution, while in the solid state the monomer forms extraordinarily long, straight, and uniform fibers with lengths reaching several microns.