2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties

2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties

We herein report the design and synthesis of small-donor molecules, 2,1,3-benzothiadiazole derivatives (<b>2a</b>–<b>d</b>), by Stille or Suzuki reaction. The synthesized compounds were characterized by spectroscopic and electrochemical methods. The compounds <b>2a</...

Full description

Bibliographic Details
Main Authors: Dorota Zając, Damian Honisz, Mieczysław Łapkowski, Jadwiga Sołoducho
Format: Article
Language:English
Published: MDPI AG 2021-02-01
Series:Molecules
Subjects:
benzothiadiazole
small molecules
organic optoelectronic
Stille
Suzuki reaction
conjugated polymers
Online Access:https://www.mdpi.com/1420-3049/26/5/1216
id doaj-5db17ff6ef364409ba3c9d077dc12100
record_format Article
spelling doaj-5db17ff6ef364409ba3c9d077dc121002021-02-25T00:05:25ZengMDPI AGMolecules1420-30492021-02-01261216121610.3390/molecules260512162,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic PropertiesDorota Zając0Damian Honisz1Mieczysław Łapkowski2Jadwiga Sołoducho3Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, PolandFaculty of Chemistry, Silesian University of Technology, Strzody 9, 44-100 Gliwice, PolandFaculty of Chemistry, Silesian University of Technology, Strzody 9, 44-100 Gliwice, PolandFaculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, PolandWe herein report the design and synthesis of small-donor molecules, 2,1,3-benzothiadiazole derivatives (<b>2a</b>–<b>d</b>), by Stille or Suzuki reaction. The synthesized compounds were characterized by spectroscopic and electrochemical methods. The compounds <b>2a</b>–<b>d</b> absorb the light in a wide range (the UV-green/yellow light (<b>2c</b>)) and emit from green to red/near IR light (<b>2c</b>). Furthermore, these compounds show a narrow energy gap (1.75–2.38 eV), and high Ea values increasing for polymers, which prove their electron-donating nature and semiconductor properties. The measurements were enhanced by theoretical modeling.https://www.mdpi.com/1420-3049/26/5/1216benzothiadiazolesmall moleculesorganic optoelectronicStilleSuzuki reactionconjugated polymers
collection DOAJ
language English
format Article
sources DOAJ
author Dorota Zając
Damian Honisz
Mieczysław Łapkowski
Jadwiga Sołoducho
spellingShingle Dorota Zając
Damian Honisz
Mieczysław Łapkowski
Jadwiga Sołoducho
2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties
Molecules
benzothiadiazole
small molecules
organic optoelectronic
Stille
Suzuki reaction
conjugated polymers
author_facet Dorota Zając
Damian Honisz
Mieczysław Łapkowski
Jadwiga Sołoducho
author_sort Dorota Zając
title 2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties
title_short 2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties
title_full 2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties
title_fullStr 2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties
title_full_unstemmed 2,1,3-Benzothiadiazole Small Donor Molecules: A DFT Study, Synthesis, and Optoelectronic Properties
title_sort 2,1,3-benzothiadiazole small donor molecules: a dft study, synthesis, and optoelectronic properties
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2021-02-01
description We herein report the design and synthesis of small-donor molecules, 2,1,3-benzothiadiazole derivatives (<b>2a</b>–<b>d</b>), by Stille or Suzuki reaction. The synthesized compounds were characterized by spectroscopic and electrochemical methods. The compounds <b>2a</b>–<b>d</b> absorb the light in a wide range (the UV-green/yellow light (<b>2c</b>)) and emit from green to red/near IR light (<b>2c</b>). Furthermore, these compounds show a narrow energy gap (1.75–2.38 eV), and high Ea values increasing for polymers, which prove their electron-donating nature and semiconductor properties. The measurements were enhanced by theoretical modeling.
topic benzothiadiazole
small molecules
organic optoelectronic
Stille
Suzuki reaction
conjugated polymers
url https://www.mdpi.com/1420-3049/26/5/1216
work_keys_str_mv AT dorotazajac 213benzothiadiazolesmalldonormoleculesadftstudysynthesisandoptoelectronicproperties
AT damianhonisz 213benzothiadiazolesmalldonormoleculesadftstudysynthesisandoptoelectronicproperties
AT mieczysławłapkowski 213benzothiadiazolesmalldonormoleculesadftstudysynthesisandoptoelectronicproperties
AT jadwigasołoducho 213benzothiadiazolesmalldonormoleculesadftstudysynthesisandoptoelectronicproperties
_version_ 1724252294917128192

Similar Items