Structural‐Functional Properties of Asymmetric Fluoro‐Alkoxy Substituted Benzothiadiazole Homopolymers with Flanked Chalcogen‐Based Heterocycles
<p dir="ltr">The synthesis and characterization of asymmetric alkoxy‐ are reported, fluoro‐benzothiadiazole (BT) acceptor core derivatized with a series of six different heterocycles (selenophene, thiophene, furan, 5‐thiazole, 2‐thiazole and 2‐oxazole). The effect of the flanked‐hete...
Saved in:
| Main Author: | |
|---|---|
| Other Authors: | , , , , , |
| Published: |
2022
|
| Subjects: | |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| Summary: | <p dir="ltr">The synthesis and characterization of asymmetric alkoxy‐ are reported, fluoro‐benzothiadiazole (BT) acceptor core derivatized with a series of six different heterocycles (selenophene, thiophene, furan, 5‐thiazole, 2‐thiazole and 2‐oxazole). The effect of the flanked‐heterocycles containing different chalcogen atoms of the six homopolymers (<b>HPX</b>) is studied using optical, thermal, electrochemical, and computational analysis. Computational calculations indicate a strong relationship between the most stable conformation for each homopolymer and their bearing heterocycle, thus homopolymers <b>HPSe’</b>, <b>HPTp’,</b> <b>HPFu</b>’, and <b>HPTzC5</b>, adopted the syn‐syn and syn‐anti conformations due to their noncovalent interactions with shorter distances, while <b>HPTzC2’ </b>and <b>HPOx’ </b>demonstrate preference for the anti‐anti conformation. Optical property studies of the homopolymers reveal a strong red‐shift in solution and film upon exchanging the chalcogen atom from Oxygen < Sulfur < Selenium in <b>HPFu, HPTp, </b>and<b> HPSe</b>, respectively. In addition, deeper highest occupied molecular orbital (HOMO) energy levels are observed when the donor‐acceptor moieties (<b>HPSe, HPTp, </b>and<b> HPFu</b>) are substituted for the acceptor‐acceptor systems such as <b>HPTzC5, HPTzC2</b>, and <b>HPOx</b>. Improved packing and morphology are exhibited for the donor‐acceptor homopolymers. Thus, having a flanked heterocycle containing different chalcogen‐atoms in polymeric systems is one way of tuning the physicochemical properties of conjugated materials for optoelectronic applications.</p><h2>Other Information</h2><p dir="ltr">Published in: Macromolecular Rapid Communications<br>License: <a href="http://creativecommons.org/licenses/by/4.0/" target="_blank">http://creativecommons.org/licenses/by/4.0/</a><br>See article on publisher's website: <a href="https://dx.doi.org/10.1002/marc.202200731" target="_blank">https://dx.doi.org/10.1002/marc.202200731</a></p> |
|---|