2 research outputs found
Synthesis of Triptycene-Based Organosoluble, Thermally Stable, and Fluorescent Polymers: Efficient Host–Guest Complexation with Fullerene
We
report a facile synthesis of 2,6-diethynyltriptycene (DET) in
high yield. Application of DET as monomer in polymer chemistry has
been shown (for the first time) in syntheses of two novel polymers
via Sonogashira cross-coupling reaction in high yield. The newly synthesized
polymers were characterized by FT-IR, UV–vis absorption, and
NMR spectroscopic techniques. The polymers prepared using DET have
interesting properties such as high solubility in common organic solvents,
high thermal stability [decomposition temperatures (<i>T</i><sub>d</sub>) > 495 °C], and high char yield (greater than
81%
at 900 °C). Additionally, polymers are fluorescent. Host–guest
interaction between triptycene-based polymers and fullerene (C<sub>60</sub>) has been studied for the first time. Fluorescence quenching
of our polymers by C<sub>60</sub> has been used to study the extent
of (polymer·C<sub>60</sub>) host–guest complex formation.
Fluorescence quenching studies indicate binding constant for polymer·C<sub>60</sub> complexation on the order of 10<sup>5</sup> M<sup>–1</sup>
Synthesis of Triptycene-Based Organosoluble, Thermally Stable, and Fluorescent Polymers: Efficient Host–Guest Complexation with Fullerene
We
report a facile synthesis of 2,6-diethynyltriptycene (DET) in
high yield. Application of DET as monomer in polymer chemistry has
been shown (for the first time) in syntheses of two novel polymers
via Sonogashira cross-coupling reaction in high yield. The newly synthesized
polymers were characterized by FT-IR, UV–vis absorption, and
NMR spectroscopic techniques. The polymers prepared using DET have
interesting properties such as high solubility in common organic solvents,
high thermal stability [decomposition temperatures (<i>T</i><sub>d</sub>) > 495 °C], and high char yield (greater than
81%
at 900 °C). Additionally, polymers are fluorescent. Host–guest
interaction between triptycene-based polymers and fullerene (C<sub>60</sub>) has been studied for the first time. Fluorescence quenching
of our polymers by C<sub>60</sub> has been used to study the extent
of (polymer·C<sub>60</sub>) host–guest complex formation.
Fluorescence quenching studies indicate binding constant for polymer·C<sub>60</sub> complexation on the order of 10<sup>5</sup> M<sup>–1</sup>