Detail publikačního výsledku

Electron acceptors as a powerful tool for the modulation of polythiophene electron structure

Matej Uhliar, Jan Truksa, Katsiaryna Arkhiptsava, Ivan Dědek, Vojtěch Kupka, Vladimír Lukeš, Jozef Krajčovič

Originální název

Electron acceptors as a powerful tool for the modulation of polythiophene electron structure

Anglický název

Electron acceptors as a powerful tool for the modulation of polythiophene electron structure

Druh

Článek WoS

Originální abstrakt

This work presents the synthesis of novel nitrated thiophene trimer and polymer. The prepared materials exhibit good thermal and chemical stability. In comparison with unsubstituted terthiophene, the substitution of an alkyl chain and chromophoric nitro groups caused the appearance of multiple absorption bands, likely due to the presence of different conformations. The experimental HOMO and LUMO levels were −6.14 eV (−3.23 eV) and −5.99 eV (−3.55 eV) for the trimer and polymer, respectively. The experimental properties were interpreted using the theoretical predictions performed for model 17 unsubstituted and 14 substituted model thiophene-aromatic ring-thiophene trimers, as well as oligothiophenes. Comparing with the expensive fluorinated derivatives, the nitrated oligothiophenes can represent a synthetically cheaper alternative material with specific electronic structure useable in construction of n-type organic semiconductors.

Anglický abstrakt

This work presents the synthesis of novel nitrated thiophene trimer and polymer. The prepared materials exhibit good thermal and chemical stability. In comparison with unsubstituted terthiophene, the substitution of an alkyl chain and chromophoric nitro groups caused the appearance of multiple absorption bands, likely due to the presence of different conformations. The experimental HOMO and LUMO levels were −6.14 eV (−3.23 eV) and −5.99 eV (−3.55 eV) for the trimer and polymer, respectively. The experimental properties were interpreted using the theoretical predictions performed for model 17 unsubstituted and 14 substituted model thiophene-aromatic ring-thiophene trimers, as well as oligothiophenes. Comparing with the expensive fluorinated derivatives, the nitrated oligothiophenes can represent a synthetically cheaper alternative material with specific electronic structure useable in construction of n-type organic semiconductors.

Klíčová slova

Nitro group; Cyano substitution; Fluorination; Spectroscopy; Oligomers; Cyclic voltammetry

Klíčová slova v angličtině

Nitro group; Cyano substitution; Fluorination; Spectroscopy; Oligomers; Cyclic voltammetry

Autoři

Matej Uhliar, Jan Truksa, Katsiaryna Arkhiptsava, Ivan Dědek, Vojtěch Kupka, Vladimír Lukeš, Jozef Krajčovič

Rok RIV

2025

Vydáno

24.10.2024

Nakladatel

Elsevier Ltd.

ISSN

0032-3861

Periodikum

POLYMER

Svazek

312

Číslo

October 2024

Stát

Spojené království Velké Británie a Severního Irska

Strany počet

11

URL

https://www.sciencedirect.com/science/article/pii/S0032386124009728?utm_campaign=STMJ_219742_AUTH_SERV_PA&utm_medium=email&utm_acid=136284985&SIS_ID=&dgcid=STMJ_219742_AUTH_SERV_PA&CMX_ID=&utm_in=DM509933&utm_source=AC_

BibTex

@article{BUT189758,
  author="Jan {Truksa} and Jozef {Krajčovič} and Katsiaryna {Arkhiptsava}",
  title="Electron acceptors as a powerful tool for the modulation of polythiophene electron structure",
  journal="POLYMER",
  year="2024",
  volume="312",
  number="October 2024",
  pages="11",
  doi="10.1016/j.polymer.2024.127636",
  issn="0032-3861",
  url="https://www.sciencedirect.com/science/article/pii/S0032386124009728?utm_campaign=STMJ_219742_AUTH_SERV_PA&utm_medium=email&utm_acid=136284985&SIS_ID=&dgcid=STMJ_219742_AUTH_SERV_PA&CMX_ID=&utm_in=DM509933&utm_source=AC_"
}